Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 2, Pages 595-599Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201610000
Keywords
Markovnikov selectivity; photoredox catalysis; radical addition; radical cross coupling; transition-metal-free synthesis
Categories
Funding
- National Natural Science Foundation of China [21390400, 21520102003, 21272180, 21302148]
- Hubei Province Natural Science Foundation of China [2013CFA081]
- Research Fund for the Doctoral Program of Higher Education of China [20120141130002]
- Ministry of Science and Technology of China [2012YQ120060]
Ask authors/readers for more resources
Direct radical additions to terminal alkynes have been widely employed in organic synthesis, providing credible access to the anti-Markovnikov products. Because of the Kharasch effect, regioselective control for the formation of Markovnikov products still remains a great challenge. Herein, we develop a transition-metal-free, visible light-mediated radical addition of S-nucleophiles to terminal alkynes, furnishing a wide array of a-substituted vinyl sulfones with exclusive Markovnikov regioselectivity. Mechanistic investigations demonstrated that radical/ radical cross-coupling might be the key step in this transformation. This radical Markovnikov addition protocol also provides an opportunity to facilitate the synthesis of other valuable a-substituted vinyl compounds.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available