65373-82-2Relevant academic research and scientific papers
Synthesis and reactivity of spiro[1,3,4-thiadiazoline-2,4′- thioflavans] and analogues
Somogyi, Laszlo
experimental part, p. 399 - 409 (2009/09/25)
(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.
Chemo- and diastereoselectivity in the dimethyldioxirane oxidation of 2,3-dihydro-4H-1-benzothiopyran-4-ones and 4H-1-benzothiopyran-4-ones. Unusual reactivity of 4H-1-benzothiopyran-4-one 1-oxides1
Patonay,Adam,Levai,Koever,Nemeth,Peters,Peters
, p. 2275 - 2280 (2007/10/03)
The oxidation of the 1-thiochromanones 1-3 by dimethyldioxirane (DMD) produced the corresponding sulfoxides 4-6 or sulfones 7-9; their relative amounts depended on the amount of oxidant used. A low diastereoselectivity was observed in the sulfoxidation of
Transformation of 1-thioflavonoids by oxidation and dehydrogenation
Somogyi
, p. 1857 - 1872 (2007/10/03)
Simple, efficient and selective new one-step transformations with DDQ, IBDA and I2/DMSO are presented for the dehydrogenation of thioflavanone (1α), as well as the oxidized (1c) and halogenated (1d) derivatives. Ring- contraction reactions of the 1-oxide 1b and 1d leading to the formation of the benzothiophen derivatives 3a and 5, respectively, are also described.
Antitumor agents. 166. Synthesis and biological evaluation of 5,6,7,8-substituted-2-phenylthiochromen-4-ones
Wang, Hui-Kang,Bastow, Kenneth F.,Cosentino, L. Mark,Lee, Kuo-Hsiung
, p. 1975 - 1980 (2007/10/03)
As a continuation of our structure-activity relationship study of substituted 2-phenyl-4-quinolones and flavonoids as antitumor and antiviral agents, a series of 5,6,7,8-substituted-2-phenylthiochromen-4-ones has been synthesized by condensation of substi
