Direct Access to Dihydrobenzoimidazo[2,1-a]isoquinolines through Ruthenium-catalyzed Formal [4+2] Annulation

被引：21
|
作者：
Dhole, Sandip [1 ,3 ]
Sun, Chung-Ming [1 ,2 ]
机构：
[1] Natl Chiao Tung Univ, Dept Appl Chem, 1001 Ta Hseuh Rd, Hsinchu 30010, Taiwan
[2] Kaohsiung Med Univ, Dept Med & Appl Chem, 100,Shih Chuan 1st Rd, Kaohsiung 80708, Taiwan
[3] Univ Pune, Chandmal Tarachand Bora Coll, Dept Chem, Shirur 412210, Maharashtra, India
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2019年 / 361卷 / 03期
关键词：
Benzoimidazo[2,1-a]isoquinolines Ruthenium; 4+2] annulation; 2-aryl benzimidazole; Styrene; H BOND ACTIVATION; REGIOSELECTIVE SYNTHESIS; BENZIMIDAZOLES; HETEROCYCLES; 2-ARYLBENZIMIDAZOLES; CYCLIZATION; INDOLES; ALKYNES;
D O I：
10.1002/adsc.201801241
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A facile and straightforward synthesis of benzoimidazo[2,1-a]isoquinolines through Ru(II)-catalyzed [4+2] annulation reaction of 2-aryl benzimidazole and styrene has been explored. Tentative mechanistic studies imply the current reaction involves sequential C-C/C-N bond formation through the ortho C-H activation of 2-aryl benzimidazole followed by C-N reductive elimination. This newly developed strategy is widely applicable and tolerates various 2-arylbenzimidazole and vinyl derivatives, and allows the attractive vehicle for direct construction of diverse C6-substituated benzoimidazoisoquinoline scaffold in good yields.
引用
收藏
页码：535 / 541
页数：7
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