29373-04-4Relevant articles and documents
Ring Contractions of Thiochroman-4-ones and Thiochromen-4-ones
MacKenzie, Neil E.,Thomson, Ronald H.
, p. 395 - 402 (2007/10/02)
3-Bromothiochroman-4-one and its S-oxide undergo ring contraction on heating, especially in the presence of sodium acetate, to give mixtures which include thioindigo (9) and the ethanediylidenethioindigo (10).Brominated 2,2-dimethylthiochroman-4-one reacts on silica gel to form thioindigo, thioindirubin, and the bis(benzothieno)pyran (17).Bromination of thiochromanone gives a number of products, including 2,3-dibromothiochromen-4-one S-oxide which, on heating with sodium acetate in acetic acid, is converted efficiently into thioindigo.The mechanism of this reaction is investigated.
Conversions of Thiochroman-4-ones into 1,2-Benzothiazepine, Benzothiophen, and 1,2-Benzisothiazole Systems via Sulphimide Intermediates
Tamura, Yasumitsu,Takebe, Yasushi,Bayomi, Said Mohamad M.,Mukai, Chisato,Masazumi, Ikeda,et al.
, p. 1037 - 1040 (2007/10/02)
Reaction of thiochroman-4-ones (1a-g) with chloramine-T gave the corresponding N-tosylsulphimides (2a-g) and sulphoxides (5a-g).The N-tosylsulphimides (2a-d), on reaction with triethylamine in chloroform, gave 2-tosyl-2,3-dihydro-1,2-benzothiazepin-5(4H)-
SULFILIMINES IN ORGANIC SYNTHESES: NEW ENTRIES INTO TETRAHYDRO-1,2-BENZOTHIAZEPINE AND 1,2-BENZISOTHIAZOLE SYSTEMS
Tamura, Yasumitsu,Bayomi, Said M.,Mukai, Chisato,Ikeda, Masazumi,Murase, Masao,Kise, Masahiro
, p. 533 - 536 (2007/10/02)
Novel ring transformations of thiochroman-4-ones and benzothiophen-3(2H)-ones to tetrahydro-1,2-benzothiazepin-5-ones and 1,2-benzisothiazoles via sulfilimine intermediates are described.