Journal
ORGANIC LETTERS
Volume 23, Issue 3, Pages 727-733Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c03950
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Funding
- Natural Science Foundation of Zhejiang Province [LY21B020003]
- National Natural Science Foundation of China [21602022]
- Chengdu Talents Program
- 1000 Talents Program of Sichuan Province
- Longquanyi District Talents Program
- Science and Technology Program of Sichuan Province [2018JY0345]
- Jinhua Branch of the Sichuan Industrial Institute of Antibiotics [1003]
- Chengdu University [2081915037]
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This method reports the controlled divergent synthesis of tetrasubstituted 1,3-enynes and alkynylated 3H-pyrrolo[1,2-a]indol-3-ones through rhodium-catalyzed reactions, featuring excellent selectivity, broad substrate scope, moderate to high yields, and good functional group compatibility under mild redox-neutral conditions.
Herein, we report the additive-controlled divergent synthesis of tetrasubstituted 1,3-enynes and alkynylated 3H-pyrrolo[1,2-a]indol-3-ones through rhodium-catalyzed C-H alkenylation/DG migration and [3+2] annulation, respectively. This protocol features rare directing group migration in 1,3-diyne-involved C-H activation, excellent regio- and stereoselectivity, excellent monofunctionalization over difunctionalization, broad substrate scope, moderate to high yields, good functional group compatibility, and mild redox-neutral conditions.
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