1. Nickel‐Catalyzed Asymmetric Reductive Heck Cyclization of Aryl Halides to Afford Indolines
- Author
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Xurong Qin, Marcus Wen Yao Lee, Jianrong Steve Zhou, and School of Physical and Mathematical Sciences
- Subjects
Asymmetric Catalysis ,inorganic chemicals ,010405 organic chemistry ,Chemistry ,Hydride ,Aryl ,Enantioselective synthesis ,Protonation ,General Medicine ,General Chemistry ,010402 general chemistry ,01 natural sciences ,Medicinal chemistry ,Catalysis ,Reductive elimination ,0104 chemical sciences ,chemistry.chemical_compound ,Cyclization ,Heck reaction ,Indoline ,Organic chemistry - Abstract
A nickel‐catalyzed asymmetric reductive Heck reaction of aryl chlorides has been developed that affords substituted indolines with high enantioselectivity. Manganese powder is used as the terminal reductant with water as a proton source. Mechanistically, it is distinct from the palladium‐catalyzed process in that the nickel–carbon bond is converted into a C−H bond to release the product through protonation instead of hydride donation followed by C−H reductive elimination on Pd. MOE (Min. of Education, S’pore) Accepted version
- Published
- 2017
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