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ChemInform Abstract: Novel Intramolecular Cyclization Reaction Involving a Thionitroso Group: Formation of a 3,3a-Dihydro-2,1-benzisothiazole from an o-Alkylthionitrosoarene.

✍ Scribed by Bo Tan; Kei Goto; Junji Kobayashi; Renji Okazaki

Publisher: John Wiley and Sons
Year: 2010
Weight: 32 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199908137

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✦ Synopsis

Novel Intramolecular Cyclization Reaction Involving a Thionitroso Group: Formation of a 3,3a-Dihydro-2,1-benzisothiazole from an o-Alkylthionitrosoarene.

-A thionitrosoarene generated by the desulfurization reaction of a stable N-thiosulfinylaniline (III) bearing a bowl-type substituent undergoes the intramolecular cyclization involving the ortho-alkyl group to afford the benzisothiazole (IV). The intermediary of the thionitrosoarene is corroborated by a trapping experiment. -(TAN, BO; GOTO,

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