Affiliation:
1. Faculty of Pharmaceutical Sciences Health Sciences University of Hokkaido Ishikari-tobetsu Hokkaido 0610293 Japan
2. Graduate School of Medicine Dentistry and Pharmaceutical Sciences Okayama University 1-1-1 Tsushima-naka, Kita-ku Okayama 7008530 Japan
Abstract
AbstractThe unexpected reactions of indoline hemiaminals affords 2,5‐diaryl‐4‐hydroxythiazolines through a thioamidation/ring switch sequence. The key to success of this transformation is to use a thioamide as a thiazoline precursor under transient tautomeric control. This transformation features mild reaction conditions and good yields with broad functional group tolerance (17 examples, up to 99 % yield). Further transformations of the thiazolines provide a direct entry to dihydrothiazolo[4,5‐b]indoles and thiazolo[4,5‐b]indoles.
Subject
Organic Chemistry,Physical and Theoretical Chemistry