949087-95-0Relevant academic research and scientific papers
Synthesis and reactivity of spiro[1,3,4-thiadiazoline-2,4′- thioflavans] and analogues
Somogyi, Laszlo
, p. 399 - 409 (2009)
(Chemical Equation Presented) Racemic thioflavanone (thio)acylhydrazones undergo transformation into racemic 3-acetylspiro[1,3,4-oxa(thia)-diazoline-2, 4′-thioflavans] with trans O(1) or S(1) and Ph(2′eq) under acetylating conditions. Conjugation between the ethylenic bond and sp 2 C(4) in thioflavones encumber both the formation of (thio)acylhydrazones and their subsequent spirocyclization. On the other hand, subsequent dehydrogenation of the thiopyran moiety of spiro compounds results in formation of sp2 C(4) and simultaneous degradation of the spirodiazoline ring.
