Journal
ORGANIC LETTERS
Volume 6, Issue 17, Pages 2953-2956Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol0489548
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The sequential coupling and cyclization reactions between aryl halides and methyl propiolate were investigated. The electron-withdrawing groups on the aromatic ring are essential for producing the methyl indole-2-carboxylate derivatives. On the other hand, the presence of an extra methyl propiolate and Pd(PPh(3))(4) were required to provide an efficient catalytic system for the cyclization reactions. This reaction was used for the total synthesis of duocarmycin SA.
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