Synthesis of Tetraarylmethanes by the Triflic Acid-Promoted Formal Cross-Dehydrogenative Coupling of Triarylmethanes with Arenes

被引：17
|
作者：
Nambo, Masakazu [1 ]
Yim, Jacky C. -H. [1 ]
Fowler, Kevin G. [1 ]
Crudden, Cathleen M. [1 ,2 ]
机构：
[1] Nagoya Univ, Inst Transformat Biomol WPI ITbM, Chikusa Ku, Nagoya, Aichi 4648602, Japan
[2] Queens Univ, Dept Chem, Chernoff Hall, Kingston, ON K7L 3N6, Canada
来源：
SYNLETT | 2017年 / 28卷 / 20期
关键词：
cross-coupling; dehydrogenation; tetraarylmethanes; triarylmethanes; arylation; organocatalysis; CATALYZED SEQUENTIAL ARYLATION; SCHOLL REACTION; HALIDES; CATION; BOND; ALKYLATION; AROMATICS; EFFICIENT; SULFONE; CDC;
D O I：
10.1055/s-0036-1588563
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The formal cross-dehydrogenative coupling of triarylmethanes with arenes promoted by triflic acid and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone is described. This method provides a variety of tetraarylmethane derivatives in good to excellent yields from triarylmethanes that can be readily prepared by our previous methods. Control experiments suggest a possible catalytic cycle involving the generation of a trityl cation intermediate followed by nucleophilic addition of the arene.
引用
收藏
页码：2936 / 2940
页数：5
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