One-Pot Parallel Synthesis Approach to Secondary Amines Based on the Reductive Amination of Ketones

Abstract A combination of a condensation mixture [a Lewis acid, Ti(O i -Pr) 4 , and a water scavenger, 1-(trimethylsilyl)-2-pyrrolidinone] and a simple reductant (NaBH 4 ) provides an efficient one-pot approach to parallel synthesis of secondary amines by the reductive amination of ketones. The appr...

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Bibliographic Details
Published in:Synthesis (Stuttgart) 2014-07, Vol.46 (13), p.1765-1772
Main Authors: Bogolubsky, Andrey V., Moroz, Yurii S., Pipko, Sergey E., Panov, Dmitriy M., Konovets, Anzhelika I., Doroschuk, Roman, Tolmachev, Andrey
Format: Article
Language:English
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Summary:Abstract A combination of a condensation mixture [a Lewis acid, Ti(O i -Pr) 4 , and a water scavenger, 1-(trimethylsilyl)-2-pyrrolidinone] and a simple reductant (NaBH 4 ) provides an efficient one-pot approach to parallel synthesis of secondary amines by the reductive amination of ketones. The approach demonstrated its applicability to a variety of substrates with different degree of hindrance of an amino or a carbonyl group affording products in moderate to high yields.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0033-1341226