期刊
CHEMICAL COMMUNICATIONS
卷 55, 期 73, 页码 10872-10875出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9cc05215a
关键词
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资金
- SERB, New Delhi [CRG/2018/001897 (GAP0320)]
- ICMR
- CSIR
The present study describes a robust and general method for the synthesis of C(1)-carboxamides through IBX-mediated oxidative addition of isocyanides to tryptolines and 1,2,3,4-tetrahydroisoquinolines. In this transformation, IBX plays a dual role of an oxidant and Lewis acid to activate imine facilitating isocyanide addition. Detailed mechanistic investigations were performed by isotopic labeling and real-time NMR experiments. The method was utilized for the gram scale syntheses of two alkaloids alangiobussine and alangiobussinine in 63% and 45% overall yield, respectively.
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