Palladium-Catalyzed Preparation of N-Substituted Benz[c,d]indol-2-imines and N-Substituted Amino-1-naphthylamides,The Journal of Organic Chemistry

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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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