Metal-Free [2+2+2] Cycloaddition of Ynamide-Nitriles with Ynamides: A Highly Regio- and Chemoselective Synthesis of δ-Carboline Derivatives

被引:25
作者
Wen, Hao [1 ]
Cao, Wei [1 ]
Liu, Yu [1 ]
Wang, Liang [3 ]
Chen, Ping [1 ]
Tang, Yu [1 ,2 ]
机构
[1] Ocean Univ China, Chinese Minist Educ, Key Lab Marine Drugs, Sch Med & Pharm, Yushan Rd, Qingdao 266003, Peoples R China
[2] Qingdao Natl Lab Marine Sci & Technol, Lab Marine Drugs & Bioprod, Qingdao 266237, Peoples R China
[3] Qingdao Agr Univ, Coll Chem & Pharmaceut Sci, Qingdao 266109, Peoples R China
基金
中国国家自然科学基金;
关键词
FORMAL 3+2 CYCLOADDITION; SUBSTITUTED PYRIDINES; EFFICIENT SYNTHESIS; DRUG DISCOVERY; HOST MATERIALS; ALPHA; INHIBITORS; BETA; NITROGEN; ACCESS;
D O I
10.1021/acs.joc.8b02112
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A metal-free formal [2 + 2 + 2] cycloaddition of functionalized ynamide-nitriles with ynamides is disclosed which offers highly efficient access to polysubstituted delta-carboline derivatives under the mediation of TfOH. This strategy is highly regioselective and chemoselective and displays mild conditions, high yields, and efficiency (within 1 min) in addition to substrates scopes (56 examples).
引用
收藏
页码:13308 / 13324
页数:17
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