Direct Cyclopropanation of Quinolinium Zwitterionic Thiolates via Dearomative Reactions.

J Org Chem

Affiliated Hospital of Integrated Traditional Chinese and Western Medicine, Nanjing University of Chinese Medicine, Nanjing 210028, Jiangsu, China.

Published: November 2021

A one-pot, two-step protocol for the synthesis of libraries of remarkable functionalized sulfone analogues of 9b,10,10a,10b-tetrahydro-1-cyclopropa[][1,4]thiazino[4,3-]quinolines is described. A class of various functionalized molecular skeletons was obtained by cyclopropanation of quinolinium zwitterionic thiolates. The reaction pathway involves the formation of a [2 + 1] cycloaddition intermediate followed by a [5 + 1] cycloaddition.

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http://dx.doi.org/10.1021/acs.joc.1c02175DOI Listing

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