Journal
ORGANIC LETTERS
Volume 22, Issue 15, Pages 5855-5860Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c01935
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Funding
- SERB-India [EMR/2016/004298]
- CSIR-India [02(361)/19/EMR-II]
- UGC-India
- IISERB
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An efficient protocol for the synthesis of nicotinate derivatives and tetrasubstituted pyridines through a copper-mediated cleavage of isoxazoles has been developed. The highlight of the work is the observation of an unusual reactivity of 4-vinyl isoxazoles under the reaction conditions. DMSO serves as a one-carbon surrogate generating an active methylene group during the reaction to form two C-C bonds. This protocol provides a facile and an expeditious approach for the assembly of densely substituted N-heterocyclic compounds.
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