Rh(III)-Catalyzed Synthesis of N-Unprotected Indoles from Imidamides and Diazo Ketoesters via C-H Activation and C-C/C-N Bond Cleavage
Rh(III)-Catalyzed Synthesis of N-Unprotected Indoles from Imidamides and Diazo Ketoesters via C-H Activation and C-C/C-N Bond Cleavage
复制标题
Rh(III) 催化 C-H 活化和 C-C/C-N 键断裂从酰亚胺和重氮酮酯合成 N-未保护吲哚
DOI：
10.1021/acs.orglett.5b03669
复制
发表时间：
2016-02-19
期刊：
影响因子：
5.2
通讯作者：
Li, Xingwei
中科院分区：
文献类型：
--
作者：
Qi, Zisong;Yu, Songjie;Li, Xingwei
通过Rh（III）催化的咪唑酰胺与α-重氮β-酮酯的C-H活化/环化反应，实现了N-未保护吲哚的合成。该反应伴随着酰胺副产物的释放而发生，该酰胺副产物来源于酰亚胺酰胺和重氮，这是酰亚胺酰胺的C=N裂解和重氮的C-C（酰基）裂解的结果。一个rhodacyclic中间体已被分离，并提出了一个合理的机制。
The synthesis of N-unprotected indoles has been realized via Rh(III)-catalyzed C-H activation/annulation of imidamides with alpha-diazo beta-ketoesters. The reaction occurs with the release of an amide coproduct, which originates from both the imidamide and the diazo as a result of C=N cleavage of the imidamide and C-C(acyl) cleavage of the diazo. A rhodacyclic intermediate has been isolated and a plausible mechanism has been proposed.