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Convenient synthesis of allenyl esters and amides by palladium catalyzed alkoxy- and amido-carbonylation of allenyl and propynyl halides

Authors
Journal
Journal of Organometallic Chemistry
0022-328X
Publisher
Elsevier
Publication Date
Volume
325
Identifiers
DOI: 10.1016/0022-328x(87)80416-3

Abstract

Abstract Allenyl esters R 1R 2C=C=C(H)C(O)R (R = OMe) or amides (R = NEt 2) are formed with excellent selectivities and in good yields by carbonylation of propynyl and allenyl halides at 1–20 bar CO pressure in benzene, in the presence of MeOH or HNEt 2 and 1% of Pd(PPh 3) 4 or trans-Me 2C=C=C(H)Pd(PPh 3) 2Br. Possible organometallic intermediates are discussed.

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