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Straightforward and direct access to β-seleno- amines and sulfonylamides via the controlled addition of phenylselenomethyllithium (LiCH2SePh) to imines
- Source :
- Tetrahedron. 76:131220
- Publication Year :
- 2020
- Publisher :
- Elsevier BV, 2020.
-
Abstract
- The transfer of a α-methyl phenylseleno carbanion to variously functionalized N-aryl and N-sulfonyl imines is reported. The fast selenium-lithium exchange conducted on a diselenoacetal with n-BuLi enables the generation of the attacking homologative nucleophile under chemoselective conditions preserving concomitant potentially sensitive functionalities to the lithiating conditions. Uniformly high yields were observed, thus establishing a valuable and conceptually simple approach to the title compounds.
Details
- ISSN :
- 00404020
- Volume :
- 76
- Database :
- OpenAIRE
- Journal :
- Tetrahedron
- Accession number :
- edsair.doi.dedup.....e0ed0a110b3eda176dd79f6f0ddc747a