Tetrahedron

Metal substituted diazo esters as substrates for cross coupling reactions

A Padwa, MM Sá, MD Weingarten

文献索引：Padwa, Albert; Sa, Marcus M.; Weingarten, M. David Tetrahedron, 1997 , vol. 53, # 7 p. 2371 - 2386

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被引用次数: 35

摘要

Ethyl (trialkylstannyl) diazoacetates have been employed as substrates in the Stille reaction. The palladium (0)-catalyzed cross coupling works well with aryl iodides but not with acyl or aryl chlorides. Bis-[ethoxycarbonyl-diazomethyl]-mercury showed high reactivity toward bromoacetyl bromide furnishing ethyl 4-bromo-2-diazo-3-oxo-butanoate in excellent yield. This compound was used in substitution reactions with a variety of nucleophiles. The base ...