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Palladium-Catalyzed Preparation of N-Substituted Benz[c,d]indol-2-imines and N-Substituted Amino-1-naphthylamides
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-06-22 , DOI: 10.1021/acs.joc.2c00620
Yuan Zhang 1, 2 , Tongda Liu 1 , Li Liu 1 , Haiyang Guo 2 , Heyang Zeng 1 , Wei Bi 1 , Guanyinsheng Qiu 2 , Wei Gao 1 , Xin Ran 1 , Long Yang 1 , Guanben Du 1 , Lianpeng Zhang 1
Affiliation  

Here, we report a novel and facile protocol for the synthesis of benz[c,d]indol-2-imines via palladium-catalyzed C–C and C–N coupling of 8-halo-1-naphthylamines with isocyanides in a single step. The reaction features broad substrate scopes and mild conditions, providing an efficient alternative for the construction of antiproliferative agents and BET bromodomain inhibitors. If 0.1 mL of H2O was added to this reaction, the N-substituted amino-1-naphthylamides could be obtained easily.

中文翻译:

N-取代苯并[c,d]吲哚-2-亚胺和N-取代氨基-1-萘酰胺的钯催化制备

在这里,我们报告了一种新颖且简便的方案,用于通过钯催化的 8-卤代-1-萘胺与异氰化物的 C-C 和 C-N 偶联一步合成苯并[ c , d ]吲哚-2-亚胺. 该反应具有广泛的底物范围和温和的条件,为构建抗增殖剂和 BET 溴域抑制剂提供了一种有效的替代方案。如果在该反应中加入0.1mL的H 2 O,则可以很容易地得到N-取代的氨基-1-萘酰胺。
更新日期:2022-06-22
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