Journal
ORGANIC LETTERS
Volume 24, Issue 50, Pages 9222-9227Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c03739
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Funding
- National Science Foundation of China [22161031, 22267016]
- Guangxi Natural Science Foundation [2020GXNSFBA159005, AD20297018]
- Start-up Grant from Nanning Normal University [602021239229]
- High-level Innovation Team and distinguished scholar program in Guangxi colleges and universities
- BAGUI Scholar program of Guangxi province
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A practical method for accessing amino-isocoumarins through redox-neutral C-H/O-H annulation using a Rh(III) complex has been described. The use of N-functionalized cyclic carbonates is crucial for efficient catalytic turnover, leading to the preparation of a broad range of amino-isocoumarin derivatives with satisfactory yields. One derivative, an amino-isocoumarin conjugated with a selenocyano functionality, was found to be nearly four times as active as the marketed drug abiraterone against T47D cancer cells.
A practical method to access amino-isocoumarins catalyzed by a Rh(III) complex through redox-neutral C-H/O-H annulation has been disclosed. The use of N-functionalized cyclic carbonates is crucial to facilitate the catalytic turnover, and a broad spectrum of amino-isocoumarin derivatives were prepared with satisfactory yields. Amino-isocoumarin estrone conjugated with a selenocyano functionality was identified to be nearly four times as active as the marketed drug abiraterone against T47D cancer cells.
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