The Journal of organic chemistry

Direct transacylation of 2, 2, 2-trihaloethyl esters with amines and alcohols using phosphorus (III) reagents for reductive fragmentation and in situ activation

JJ Hans, RW Driver, SD Burke

文献索引：Hans, Jeremy J.; Driver, Russell W.; Burke, Steven D. Journal of Organic Chemistry, 2000 , vol. 65, # 7 p. 2114 - 2121

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被引用次数: 36

摘要

Amides and esters have been synthesized from 2, 2, 2-trihaloethyl esters in one pot using phosphorus (III) reagents as reductants, with resultant carboxylate activation as an acyloxyphosphonium intermediate, and in situ trapping by amine or alcohol nucleophiles. Secondary and tertiary amides were synthesized, including a dipeptide, in good yields using hexamethylphosphorous triamide,(Me2N) 3P, as reducing agent. Optimal yields of esters ...