Phl(OCOCF3)2-Mediated C-C Bond Formation Concomitant with a 1,2-Aryl Shift in a Metal-Free Synthesis of 3-Arylquinolin-2-ones

被引:70
|
作者
Liu, Le [1 ]
Lu, Hang [1 ]
Wang, Hong [1 ]
Yang, Chao [1 ]
Zhang, Xiang [1 ]
Zhang-Negrerie, Daisy [1 ]
Du, Yunfei [1 ]
Zhao, Kang [1 ]
机构
[1] Tianjin Univ, Sch Pharmaceut Sci & Technol, Tianjin Key Lab Modern Drug Delivery & High Effic, Tianjin 300072, Peoples R China
基金
中国国家自然科学基金;
关键词
ELECTROCYCLIC RING-CLOSURE; EFFICIENT SYNTHESIS; OXIDATIVE REARRANGEMENTS; DIRECT ALKYNYLATION; DIRECT ARYLATIONS; ALKENES; CYCLIZATION; FACILE; CRYPTOSANGUINOLENTINE; AMINOACETOXYLATION;
D O I
10.1021/ol400743r
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of the readily available N-methyl-N-phenylcinnamamides with phenyliodine bis(trifluoroacetate) (PIFA) In the presence of Lewis acids provides a general and efficient assembly of a variety of 3-arylquinolin-2-one compounds. This novel approach features not only metal-free oxidative C(sp(2))-C(sp(2)) bond formation but also an exclusive 1,2-aryl migration.
引用
收藏
页码:2906 / 2909
页数:4
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