Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 12, Pages 8465-8471Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c00422
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Funding
- Science and Engineering Research Board (SERB), India
- CSIR India
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This study presents a facile, metal-free method for the synthesis of substituted alpha-carbolines from secondary Morita-Baylis-Hillman acetates of nitroalkenes. The regioselective cascade reaction of MBH acetates with tosyliminoindolines leads to the formation of various alpha-carbolines with a wide substrate scope. The reaction occurs under mild conditions and yields products in high amounts within a short reaction time, showing scalability and potential synthetic applications.
A facile, metal-free method for the synthesis of substituted alpha-carbolines from secondary Morita-Baylis-Hillman (MBH) acetates of nitroalkenes is presented. The cascade reaction of MBH acetates with tosyliminoindolines occurs regioselectively to form various alpha-carbolines with a wide substrate scope. The reaction involves mild conditions, and the products are formed in high yields within a short reaction time. The amenability of the reaction to scale up and synthetic applications of the products have been demonstrated.
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