Rapid One‐Pot Access to Unique 3,4‐Dihydrothiopyrano[3,4‐b]indol‐1(9H)‐imines via Bi(OTf)3‐Catalysed Tandem Friedel–Crafts Alkylation/Thia‐Michael Addition

Add time:09/30/2019    Source:infona.pl

A highly efficient and atom economical one‐pot annulation strategy for novel tetrahydrothiopyrano[3,4‐b]indoles is presented. This protocol involves a Bi(OTf)3 catalyzed tandem Friedel–Crafts alkylation and intramolecular thia‐Michael addition reactions to furnish target molecules in an efficient manner. The method works effectively on substrates with unprotected indoles and also it is successfully employed to make tetrahydrothiepino[3,4‐b]indoles. The scaffolds synthesized are diverse and first of the kind. The reaction is practically simple with broad substrate scope and vast functional group compatibility.

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