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

页码：2936 / 2940

页数：5

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