Highly Selective Cascade C–C Bond Formation via Palladium- Catalyzed Oxidative Carbonylation–Carbocyclization–Carbonylation–Alkynylation of Enallenes
Author(s) -
Can Zhu,
Bin Yang,
JanE. Bäckvall
Publication year - 2015
Publication title -
journal of the american chemical society
Language(s) - Uncategorized
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/jacs.5b06828
Subject(s) - chemistry , carbonylation , palladium , catalysis , alkynylation , cascade , oxidative phosphorylation , organic chemistry , combinatorial chemistry , carbon monoxide , chromatography , biochemistry
A highly efficient palladium-catalyzed oxidative cascade reaction of enallenes undergoing overall four C-C bond formations has been developed. The insertion cascade proceeds via carbonylation-carbocyclization-carbonylation-alkynylation involving sequential insertion of carbon monoxide, olefin, and carbon monoxide. Furthermore, different types of terminal alkynes and functionalized enallenes have been investigated and found to undergo the cascade reaction under mild reaction conditions.
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