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Plants have complex detoxification and metabolic systems that enable them to deal with environmental pollutants. We report accumulation of the pesticide isoproturon (IPU) in a BR signaling pathway for mutant bzr4-3/5 rice to be significantly higher than in wild-type (WT) rice controls and for exogenous 24-epibrassinolide to reverse toxic symptoms in WT rice but not in mutants. A genome-wide RNA sequencing study of WT/bzr4rice is performed to identify transcriptomic changes and metabolic mechanisms under IPU exposure. Three differentially expressed genes in yeast cells increase the degradation rate of IPU in a growth medium by factors of 1.61, 1.51, and 1.29 after 72 h. Using UPLC/Q-TOF-MS/MS, five phase I metabolites and five phase II conjugates are characterized in rice grains, with concentrations generally decreasing in bzr4rice grains. OsBZR4, a regulator of IPU degradation in rice, may eliminate IPU from edible parts of food crops by regulating downstream metabolic genes.

Readily accessible N-sulfonylaminophthalimides were developed to be efficient sulfonyl radical precursors upon being treated with a base/oxidant under mild conditions. The method was applied to the oxysulfonylation of olefins, providing β-ketosulfones and isobenzofurans stereoselectively. On the basis of control experiments, density functional theory calculations, and the literature, a plausible radical mechanism was proposed. The findings offered a chance to develop novel radical precursors based on diversely substituted N-aminophthalimides, which might establish a universal mild approach for the generation of various radicals.

Valuable piperidin-4-one derivatives were synthesized in excellent yields via an α-imino carbene-initiated cascade reaction involving 1,2-aryl/alkyl migration and annulation. The excellent selectivity of alkyl migration was attributed to the neighboring group participation of 2-bromoethyl. Features such as high efficiency, excellent migrating selectivity, broad substrate scope, and convenient one-pot procedure qualified this protocol as an effective tool for piperidine derivative synthesis. The product could be transformed to a bioactive molecule easily. The migration-annulation reaction of α-imino carbene provided a powerful strategy for heterocycle construction.

Here, we disclose a general approach for the diverse synthesis of alkenylsilanes in a highly efficient, stereoselective, and atom-economic manner by leveraging the palladium-catalyzed disilylation reaction of 2-bromostyrene derivatives with hexamethyldisilane, which is suitable for the preparation of a series of disubstituted, trisubstituted, and tetrasubstituted alkenylsilanes. Furthermore, the resulting tetrasubstituted alkenylsilanes could be readily transformed into the corresponding diarylated benzosiloles, which have been proven to be a potential AIE material and a fluorene material.

Herein, a photoinitiated radical relay reaction of quinoxalin-2(1H)-ones, with acyloxy nitroso compounds as a source of radicals, is described. Although the C–H functionalization of quinoxalin-2(1H)-ones has been investigated, its difunctionalization, the simultaneous construction of C–C and N–N bonds directly via the radical relay reaction, has rarely been reported. Moreover, the obtained products underwent sequential reactions to access C7-NO2of quinoxalin-2(1H)-ones under mild conditions.

A rhodium(II)‐catalyzed [4+2] annulation of ester‐tethered 1‐sulfonyl‐1,2,3‐triazoles and hexahydro‐1,3,5‐triazines, which features a chemoselective 1,2‐ester migration of α‐imine rhodium carbene intermediates, has been developed. Most of the valuable 1,2,3,4‐tetrahydropyrimidine derivatives were generated in good to excellent yields under mild conditions. Several important derivatization reactions have been performed. The valuable 1,2,3,4‐tetrahydropyrimidine derivatives could be synthesizedthrough a rhodium(II)‐catalyzed [4+2] annulation of ester‐tethered 1‐sulfonyl‐1,2,3‐triazoles and hexahydro‐1,3,5‐triazines. The yields were good and the reaction conditions were mild.

A tetrabutylammonium fluoride (TBAF)‐promoted detosylation cyclization cascade was developed for the synthesis of [1,2,3]‐triazolo[5,1‐a]‐isoquinolines. Most of the products were obtained in excellent yields under mild conditions. Valuable halogen‐substituted [1,2,3]‐triazolo[5,1‐a]‐isoquinolines could also be synthesized with a slight modification of the reaction conditions. Functionalized isoquinolines were obtained smoothly by denitrogenative reactions. The control experiments showed that this transformation was facilitated by TBAF and the water contained in the commercially obtained reagent. Deuterium labeling products could also be obtained easily in high yield. [1,2,3]‐Triazolo[5,1‐a]‐isoquinolines could be synthesizedin excellent yields via a TBAF‐promoted cascade reaction under mild conditions. The halogen could be installed at different positions of [1,2,3]‐triazolo[5,1‐a]‐isoquinolines. This transformation was facilitated by TBAF and the water contained in the commercially obtained reagent. Deuterium labeling products could be obtained easily in high yields.

A novel and highly efficient synthetic approach to cyclopropanes was realized via 1,3-migration of acyloxy groups triggered by α-imino rhodium carbenes. Excellent chemoselectivity ensured broad compatibility of common functional groups. Merits such as readily available substrates, mild reaction conditions, and time-saving processes qualified this transformation as an attractive alternative strategy to synthesize multifunctionalized cyclopropanes. Primary investigations and discussion on the mechanism are presented.

A copper-catalyzed intramolecular cascade reaction of conjugated enynones has been achieved via a pivotal 1,4-sulfinate migration step. This process leverages a cost-effective and ecofriendly copper salt as catalyst, enabling the efficient construction of five- and four-membered rings in a rapid, sequential manner, producing furan-tethered benzocyclobutenes in good to excellent yields under mild conditions. The reaction is characterized by 100% atom economy, outstanding efficiency, and excellent diastereoselectivity in the cases studied. The robustness of this method is evidenced by its compatibility with air exposure and the use of undistilled, commercially available solvents, further enhancing its practicality.

A general, stereospecific, and straightforward method for the rapid preparation of functionalized (E)-monofluoroenamines is reported. Rather than transition metals (Rh, Ni, Pd, Cu, Ag, etc.), Et2O·BF3was employed to promote the formation of α-diazoimine through the Dimroth equilibrium of common 1-sulfonyl-1,2,3-triazole for the first time. An overall migration of fluoride from boron to the diazo-linked carbon of α-diazoimine was achieved. Derivations and late-stage modification of bioactive molecule were conducted. A plausible mechanism was also proposed.

Herein, we present a transition-metal-free, easy handling protocol for regioselective carboxylation of gem-difluorostyrenes with sodium formate as the C1 source. 30 examples of α-fluoracrylates were obtained in yields of 30 to 80% under these conditions. A defluorinative monofluorovinyl intermediate and consecutive photoinduced electron transfer mechanism were proposed after mechanism investigation.

A new ring‐opening method for pyridotriazole was developed. Geminal diiodo and dibromo methylpyridines were obtained in moderate to good yields when pyridotriazoles were treated with iodine and bromine under mild conditions. Geminal diiodoand dibromo methylpyridines were obtained in moderate to good yields when pyridotriazoles were treated with iodine and bromine under mild conditions.

A catalyst-free cascade reaction of 3-(2-isocyanoethyl)indoles and 1-sulfonyl-1,2,3-triazoles was realized. This dearomative spirocyclization provided an efficient protocol to synthesize a series of polycyclic indolines bearing spiro-α-carboline in moderate to high yields in one step under thermal reaction conditions.

The rice cytochrome P450 gene has been comprehensively studied in the present study. This gene encodes CYP90D5 in promoting the degradation of isoproturon (IPU) and acetochlor (ACT) in rice tissues and grains. It has here been found that CYP90D5improved the resistance of the plant to IPU and ACT, which was reflected in the improvement of the growth of the overexpression (OE) lines. CYP90D5also reduced the levels of IPU and ACT accumulation in rice, and the CRISPR-Cas9 (Cas9) lines displayed the opposite effects. This function of CYP90D5for pesticide degradation was also confirmed by the transformation of CYP90D5in Pichia pastoris. Compared with the control yeast, it grew better and could degrade more pesticides. In addition, the relative contents of the IPU and ACT derivatives increased in the OE rice, while they decreased in the Cas9 rice. This suggested that CYP90D5plays a pivotal role in the pesticide detoxification and degradation.

Nickeleophilic addition!The first example of a nickel‐catalyzed direct intramolecular nucleophilic addition of aryl or vinyl chlorides to α‐ketoamides through CCl bond activation is reported, which takes place under mild reaction conditions (see scheme).

Formal 1,3-migration of hydroxy and acyloxy groups initiated by α-imino rhodium carbene was achieved, and the following selective annulations of the corresponding zwitterions could efficiently afford azepane derivatives. Benefiting from a time-saving procedure as well as a good functional group tolerance, this unique migration–annulation protocol could provide an efficient tool for synthesizing seven-membered N-heterocycles. The plausible mechanism is discussed.

Formal intramolecular 1,3-OH migration of α-imino carbene was achieved producing a unique zwitterion, and the subsequent selective annulation afforded α-amino cyclobutanone. Features such as readily available substrates, mild reaction conditions, a time-saving procedure, excellent functional group compatibility, and valuable transformations of the products qualified this unique protocol as an efficient tool for the synthesis of strained cyclic compounds. Density functional theory calculations were in good agreement with experimental observations, and a plausible mechanism is presented.

Pseudo-C2-symmetric chiral phosphorus ylides have been designed and synthesized for the enantioselective preparation of allenic esters, and up to 92% ee has been achieved.

The first example of a nickel‐catalyzed direct intramolecular nucleophilic addition of aryl or vinyl chlorides to α‐ketoamides through C—Cl bond activation is reported.

A straightforward and efficient method to prepare 1,2‐diaryldiketones and α‐keto imides is reported.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.