Abstract
The reaction of 2-(diphenylmethylene)thietan-3-one (2) with 1,2,4,5-tetrazines (3a-c) in KOH/MeOH/THF gives 4H-pyrazolo[5,1-c]thiazines (7a-c). This novel condensation reaction proceeds via the intermediacy of an 8-(diphenylmethylene)-2H-1,4,5-thiadiazocin-7(8H)-one (5), which undergoes a multi-step rearrangement including a rare anti-Michael addition.
Original language | English (US) |
---|---|
Pages (from-to) | 7893-7896 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 47 |
Issue number | 45 |
DOIs | |
State | Published - Nov 6 2006 |
Keywords
- 4H-Pyrazolo[5,1-c]thiazine
- Anti-Michael addition
- Pyrazole
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
- Drug Discovery