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ent-Eudesmane-type terpenoids constitute a large class of natural products derived from plants, animals, and bacteria. We describe a synthetic approach to two ent-eudesmane-type terpenoids, sinupol and eutyscoparin A, that relies on a key π-facial- and endo/exo-selective intramolecular Diels–Alder reaction to set the C-5–C-10 stereotriads. Further key transformations of trans-fused decalin include conversion to methyl ketone via a versatile thioester intermediate and appropriate functionalization toward target compounds.

The preparation of heterocyclic compounds has attracted great attention in organic chemistry because of their extensive application in the field of bioactive molecules, materials science, and natural products. Accordingly, the straightforward design and synthesis of heterocycles using readily accessible starting materials and reagents are among the main targets of synthetic chemists. In this context, reactions involving aryl methyl ketone and molecular iodine are recognized as powerful approaches for one-pot synthesis of heterocyclic compounds. This review focuses on the approaches developed for one-pot synthesis of N,O,S,Se-heterocyclic compounds through reactions involving aryl methyl ketone and molecular iodine over the past ten years.

The peculiarities of the three-component cyclization of ethyl 4,4,4-trifluoroacetoacetate and 1,2-ethanediamines with 3-methylbutan-2-one into hexahydroimidazo[1,2-a]pyridin-5-ones were studied. The reactions proceeded under mild conditions. The use of methyl ketone with a bulky isopropyl substituent increased the stereoselectivity of the transformations, but the reaction with 1,2-diaminopropane was accompanied by the formation 4-[(1-ammoniopropan-2-yl)amino]-1,1,1-trifluoro-4-oxobut-2-en-2-olate as a by-product.

Using some spectral methods and density functional theory calculations, a complete structural, vibrational, thermodynamic, electronic, nonlinear optical properties of 3-pyridyl methyl ketone have been evaluated. The Fourier transform infrared spectrum was obtained for the title molecule at room temperature. In the theoretical calculations, the Becke three Lee-Yang-Parr functional with 6-311++G(d,p) basis set was applied to carry out the quantum mechanical calculations. The infrared spectra were interpreted by using of normal coordinate analysis based on the scaled quantum mechanical force field. In addition, molecular electrostatic potential map, some thermodynamic parameters at different temperatures of compound were investigated. © 2020, © 2020 Taylor & Francis Group, LLC.

A series containing twelve substituted 4′-piperidinophenyl chalcones were synthesized from crossed-aldol condensation between 4-piperidionphenyl methyl ketone and substituted benzaldehydes using solid Cu2+/Zeolite catalyzed microwave assisted method. This condensation gave more than 85% yield. The structures of chalcones were analyzed by physico-chemical properties and spectroscopic data. The influence of the catalyst was investigated by observed quantity of yields.

This review emphasizes the recent developments in the Wacker oxidation process from its conventional form to more efficient, economical, and greener methods established in the last five years (2015–2020). The Wacker oxidation process involves the synthesis of aldehyde or methyl ketone from terminal olefins following the Markovnikov or anti-Markonikov addition of water using palladium-based catalysts. The development of catalysts from Pd to other metals and the choice of more eco-friendly and economical oxidants has been investigated recently, which promises a new avenue for the synthesis of more functionalized ketones and aldehydes. The extension to aza-Wacker-type oxidation is a new dimension in this field. The effect of substituents on the regioselectivity of the reaction has been well illustrated. The choice of various secondary oxidants has been focused on in this review. The wide applicability of newer modes along with the conventional conditions of the Wacker oxidation process for the synthesis of natural products and valuable compounds is another recent dimension that has been covered to validate the potential of this well-known reaction.

From acetone and the orthoamide of phenylpropiolic acid (21b) N,N-dimethyl-phenylpropiolic acid amide (24) is formed. In contrast, the reaction of chloroacetone (28) with 21b results in the vinylogous guanidinium chloride 29. Unexpectedly, the Birckenbach-analogoue ethyl methyl ketone (34) reacts with the orthoamide 21b to give the push-pull-substituted butadiene 36. In contrast to this observation, the reaction of the Birckenbach-analogous acetophenones 30 with the orthoamides 21a – c delivers the push-pull-substituted 1,3,5-hexatrienes 31a – j.