Journal
ORGANIC LETTERS
Volume 19, Issue 3, Pages 616-619Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b03777
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Funding
- NSFC [21672034]
- Natural Sciences Foundation of Jilin Province [20160101330JC]
- Shandong Normal University [108-100801]
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An unprecedented Rh(III)-catalyzed annulation of various benzamides and acrylamides with quinone monoacetals was developed for the facile and efficient one-pot synthesis of bridged nine-membered benzo[dazonine-1,5(2H)-diones and 2-azabicydo [4.3.1]dec-4-ene-3,8-diones. It is the first example of synthesis of nine -membered heterocycles through Rh(III)catalyzed C-H bond functionalization, and both aryl and vinyl C-H bonds are tolerant in this reaction. A plausible mechanism is proposed on the basis of control experiments.
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