Journal
ORGANIC PROCESS RESEARCH & DEVELOPMENT
Volume 14, Issue 1, Pages 180-187Publisher
AMER CHEMICAL SOC
DOI: 10.1021/op900263b
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The Sonogashira reaction of terminal alkynes and ortho-halophenols with subsequent cyclization is a well-precedented method for the synthesis of substituted benzofurans. Here we describe the extension of this method to the coupling of 2-iodoresorcinols and terminal alkynes, including propyne, to give 4-hydroxy-2-substituted benzofurans. In particular, we describe the screening, method development, and scaleup of the reaction with propyne using standard hydrogenation equipment.
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