Suen Yat Fan, Hope Håkon, Nantz Michael H, Haddadin Makhluf J, Kurth And Mark J
Department of Chemistry, University of California, Davis, CA 95616, USA.
Tetrahedron Lett. 2006 Nov 6;47(45):7893-7896. doi: 10.1016/j.tetlet.2006.09.015.
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 no vel 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.