Cooperative Multicatalytic System for the One-Pot Synthesis of Octahydrospiro-β-carbolines

A domino cyclization of 3-((3-(2-amino­phenyl)­prop-2-ynylamino)­methyl)­but-3-en-1-ol with aldehydes has been accomplished employing 5 mol % of the Ph3PAuCl/​AgSbF6/​In­(OTf)3 system to afford the corresponding octahydrospiro­[pyran-4,4′-pyrido­[3,4-b]­indole] derivatives in good yields with high s...

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Published inJournal of organic chemistry Vol. 80; no. 17; pp. 8807 - 8814
Main Authors Subba Reddy, B. V, Rajashekhar Reddy, M, Yarlagadda, Suresh, Ravikumar Reddy, C, Ravi Kumar, G, Yadav, J. S, Sridhar, B
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 04.09.2015
Amer Chemical Soc
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Summary:A domino cyclization of 3-((3-(2-amino­phenyl)­prop-2-ynylamino)­methyl)­but-3-en-1-ol with aldehydes has been accomplished employing 5 mol % of the Ph3PAuCl/​AgSbF6/​In­(OTf)3 system to afford the corresponding octahydrospiro­[pyran-4,4′-pyrido­[3,4-b]­indole] derivatives in good yields with high selectivity. This is the first report on the synthesis of spiro-β-carbolines through a multicatalytic cascade process.
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content type line 23
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.5b01108