Palladium-catalyzed C8–H alkoxycarbonylation of 1-naphthylamines with alkyl chloroformates?
Organic & Biomolecular Chemistry Pub Date: 2020-06-05 DOI: 10.1039/D0OB00586J
Abstract
A simple and efficient protocol for palladium-catalyzed C8–H alkoxycarbonylation of 1-naphthylamine derivatives with alkyl chloroformates has been developed, exhibiting broad functional group tolerance, high regioselectivity, and oxidant-free conditions. Furthermore, the reaction features its ease of further functionalization and transformation. For example, the concise synthesis of one BET bromodomain inhibitor was accomplished via benz[cd]indol-2(1H)-one after multistep transformations from the obtained alkoxycarbonylation product. In addition, the control experiments suggest that the reaction might involve a radical process and the C–H bond cleavage might not be involved in the rate-determining step.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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