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Synthesis 2009(9): 1469-1472
DOI: 10.1055/s-0028-1088020
DOI: 10.1055/s-0028-1088020
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of 1-Chloroalkynes from Alkynylsilanes Using Trichloroisocyanuric Acid as Chlorinating Agent
Further Information
Received
27 November 2008
Publication Date:
16 March 2009 (online)
Publication History
Publication Date:
16 March 2009 (online)
Abstract
A new method is reported for preparing 1-chloroalkynes from alkynylsilanes using trichloroisocyanuric acid (TCCA) as chlorinating agent and AgNO3 for in situ desilylation. The method is selective for trimethylsilyl-protected alkynes relative to triisopropylsilyl-protected alkynes.
Key words
alkynes - chlorination - electrophilic additions - imides - protecting groups
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