Synthesis of 3a,4-dihydro-8-substituted-3H-isoxazolo [c- 4,3] thiapyrano [5,6-3,2] quinolines

Article abstract of DOI:10.1080/00397919908085980

Condensation of 2-chloro-3-formylquinoline 1a-c with allylthiol 2 afforded 2-allysulfanyl-3-formylquinolines 3a-c. Oximation followed by oxidation of 3a-c with NaOCl or chloramine-T, in cold or mercuric acetate resulted in the formation of respective nitrile oxides, which underwent insitu intramolecular 1,3-dipolar cycloaddition reaction and afforded the title compounds 5a-c in high yield.

Full text of DOI:10.1080/00397919908085980

Synthetic Communications
ISSN: 0039-7911 (Print) 1532-2432 (Online) Journal homepage: http://www.tandfonline.com/loi/lsyc20
Synthesis of 3a,4-Dihydro-8-substituted-3H-
isoxazolo [c-4,3]thiapyrano[5,6-3,2]quinolines
B. Prabhuswamy & Sarvottam Y. Ambekar
To cite this article: B. Prabhuswamy & Sarvottam Y. Ambekar (1999) Synthesis of 3a,4-
Dihydro-8-substituted-3H-isoxazolo [c-4,3]thiapyrano[5,6-3,2]quinolines, Synthetic
Communications, 29:20, 3477-3485, DOI: 10.1080/00397919908085980
To link to this article: http://dx.doi.org/10.1080/00397919908085980
Published online: 17 Sep 2007.
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Date: 01 November 2015, At: 06:52