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Microwave assisted green chemical synthesis of novel spiro[indole-pyrido thiazines]: a system reluctant to be formed under thermal conditions

Spiro [3 H-indole-3,2′-[4 H] pyrido [3,2- e]-1,3-thiazine]-2,4′ (1H) diones, a class of previously unknown compound which does not form under conventional conditions, can be prepared by treatment of ‘in situ’ generated 3-indolylimine derivatives with 2-mercaptonicotinic acid under microwave irradiat...

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Bibliographic Details
Published in:Tetrahedron 2004-06, Vol.60 (24), p.5253-5258
Main Authors: Dandia, Anshu, Arya, Kapil, Sati, Meha, Gautam, Sangeeta
Format: Article
Language:English
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Summary:Spiro [3 H-indole-3,2′-[4 H] pyrido [3,2- e]-1,3-thiazine]-2,4′ (1H) diones, a class of previously unknown compound which does not form under conventional conditions, can be prepared by treatment of ‘in situ’ generated 3-indolylimine derivatives with 2-mercaptonicotinic acid under microwave irradiation in absence of any solvent or solid support in 85–92% yields in 3–8 min. The facile one pot reaction is generalized for a variety of ketones and amines to give pure pyrido [3,2- e] thiazine derivatives, which do not require further purification processes. Spiro [3 H-indole-3,2′-[4 H] pyrido [3,2- e]-1,3-thiazine]-2,4′ (1H) diones, a class of previously unknown compound which does not form under conventional conditions have been prepared under microwave irradiation.
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2004.04.018