期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 56, 期 4, 页码 1120-1124出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201609274
关键词
C-N bond formation; C-O bond formation; oxidant-free; photocatalysis; radical alkenylation
资金
- 973 Program [2011CB808600, 2012CB725302, 2013CB834804]
- National Natural Science Foundation of China [21390400, 21272180, 21302148, 2109343, 21402217]
- Research Fund for the Doctoral Program of Higher Education of China [20120141130002]
- Ministry of Science and Technology of China [2012YQ120060]
- Program for Changjiang Scholars and Innovative Research Team in University [IRT1030]
Direct cross-coupling between alkenes/R-H or alkenes/RXH is a dream reaction, especially without external oxidants. Inputting energy by photocatalysis and employing a cobalt catalyst as a two-electron acceptor, a direct C-H/X-H cross-coupling with H-2 evolution has been achieved for C-O and C-N bond formation. A new radical alkenylation using alkene as the redox compound is presented. A wide range of aliphatic alcohols-even long chain alcohols-are tolerated well in this system, providing a new route to multi-substituted enol ether derivatives using simple alkenes. Additionally, this protocol can also be used for N-vinylazole synthesis. Mechanistic insights reveal that the cobalt catalyst oxidizes the photocatalyst to revive the photocatalytic cycle.
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