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Synthesis 2007(20): 3163-3170
DOI: 10.1055/s-2007-990791
DOI: 10.1055/s-2007-990791
PAPER
© Georg Thieme Verlag Stuttgart · New YorkChlorotrimethylsilane-Mediated Synthesis of 2-Aryl-1-chloro-1-heteroarylalkenes
Further Information
Received
3 June 2007
Publication Date:
21 September 2007 (online)
Publication History
Publication Date:
21 September 2007 (online)

Abstract
The condensation of (chloromethyl)heterarenes with aromatic aldehydes was investigated, resulting in a simple and flexible general procedure for the synthesis of 2-aryl-1-chloro-1-heteroarylalkenes. The best reaction conditions were found to be heating in N,N-dimethylformamide in the presence of chlorotrimethylsilane as a promoter and water-scavenger.
Key words
(chloromethyl)heterocycles - aromatic aldehydes - Knoevenagel condensation - 2-aryl-1-halo-1-heteroarylalkene - chlorotrimethylsilane
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