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Synthesis of 5- and 6-Azaindoles by Sequential Site-Selective Palladium-Catalyzed C–C and C–N Coupling Reactions
Synlett ( IF 2 ) Pub Date : 2020-06-03 , DOI: 10.1055/s-0040-1707853
Tuan Thanh Dang 1 , Peter Langer 2, 3 , Nguyen Thi Son 1 , Tuan Anh Nguyen Tien 1 , Marian Blanco Ponce 2 , Peter Ehlers 2 , Ngo Thi Thuan 1
Affiliation  

Two-step sequential procedures for the Pd-catalyzed synthesis of 5- and 6-azaindoles are reported. The reactions proceed in very good yields. 6-Azaindoles are formed through site-selective Pd-catalyzed Sonogashira reaction of 3,4-dibromopyridine with alkynes, followed by a Pd-catalyzed tandem C–N coupling and cyclization with amines. On the other hand, 5-azaindoles are obtained by a site-selective Pd-catalyzed C–N coupling reaction of 3,4-dibromopyridine with amines, followed by C–C coupling and cyclization with alkynes.

中文翻译:

通过顺序位点选择性钯催化的 C-C 和 C-N 偶联反应合成 5-和 6-氮杂吲哚

报道了 Pd 催化合成 5-和 6-氮杂吲哚的两步顺序程序。反应以非常好的产率进行。6-氮杂吲哚是通过位点选择性 Pd 催化的 3,4-二溴吡啶与炔烃的 Sonogashira 反应形成的,然后是 Pd 催化的串联 C-N 偶联并与胺环化。另一方面,5-氮杂吲哚是通过位点选择性 Pd 催化的 3,4-二溴吡啶与胺的 C-N 偶联反应获得的,然后是 C-C 偶联并与炔烃环化。
更新日期:2020-06-03
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