Copper-catalyzed synthesis of 2-aminobenzimidazoles from carbonimidoyl dichlorides and amines

Copper Catalyzed N-Arylation of Amidines with Aryl Boronic Acids and One-Pot Synthesis of Benzimidazoles by a Chan–Lam–Evans N-Arylation and C–H Activation/C–N Bond Forming Process

“…Traditionally these compounds are prepared by a condensation of substituted ortho -phenylenediamines with carbonyl derivatives. Following the development of metal-catalyzed C–N bond forming reactions, alternative strategies relying on the use of ortho -functionalized aryl halides have emerged. , More recently, metal-catalyzed C–H activation/cyclization processes starting from simple N-arylated precursors have been developed . N-Arylated amidines, an important strutural unit in medicinal chemistry, have often been used as starting materials for the synthesis of benzimidazoles .…”

“…Following the development of metal-catalyzed C–N bond forming reactions, alternative strategies relying on the use of ortho -functionalized aryl halides have emerged. , More recently, metal-catalyzed C–H activation/cyclization processes starting from simple N-arylated precursors have been developed . N-Arylated amidines, an important strutural unit in medicinal chemistry, have often been used as starting materials for the synthesis of benzimidazoles . Domino processes combining the in situ formation of amidines with subsequent cyclization have also been developed for the synthesis of benzimidazoles …”

Selective gem‐Dichlorination of Isonitriles Mediated by (Dichloroiodo)benzene

“…N ‐(2‐Chlorophenyl)carbonimidic Dichloride (2v): Purified by column chromatography (petroleum ether) as a colorless oil (83.8 mg, 81 %). IR: ν̃ = 1659 (N=C) cm –1 .…”

Recent Advances in Transition Metal-Catalyzed Synthesis of Guanidines

“…另外, 我们 最近以二氯 碳亚胺 41 为前体, 在铜催化下和两分子胺 42 进行双氨 基化反应生成胍中间体 IM-4, 接着发生分子内 C-N 偶 联实现对 2-氨基苯并咪唑化合物 43 的合成(Eq. 6) [31] . 反应可以一步构建三个 C-N 键, 高效合成 2-氨基苯并 咪唑, 得到 38%～72%的产率.…”