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- Title
Concise Synthesis of Thiazolo[4,5‐b]indoles via Ring Switch/Cyclization Sequences.
- Authors
Yamada, Koji; Tsubogo, Tetsu; Kanazawa, Hikaru; Ishizuka, Sayaka; Ohyama, Koutaro; Kaida, Masaki; Abe, Takumi
- Abstract
The 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.
- Subjects
INDOLE compounds; RING formation (Chemistry); THIAZOLINES; INDOLINE; FUNCTIONAL groups; INDOLE
- Publication
European Journal of Organic Chemistry, 2024, Vol 27, Issue 4, p1
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.202301130