DDQ-catalyzed oxidative α-allylation of isochromans under aerobic conditions

被引：0
作者：
Lee, Sujin [1 ,2 ]
Jung, Sunhwa [1 ,2 ]
Hyeon, Suyeon [1 ]
Kim, Kyungmin [1 ,2 ]
Min, Sun-Joon [1 ,2 ,3 ]
机构：
[1] Hanyang Univ, Dept Appl Chem, Ansan 15588, Gyeonggi Do, South Korea
[2] Hanyang Univ, Ctr Bionano Intelligence Educ & Res, Ansan 15588, Gyeonggi Do, South Korea
[3] Hanyang Univ, Dept Chem & Mol Engn, Ansan 15588, Gyeonggi Do, South Korea
来源：
RSC ADVANCES | 2024年 / 14卷 / 53期
关键词：
PICTET-SPENGLER CYCLIZATION; BENZYLIC ETHERS; BOND ARYLATION; ALKYLATION; ACID; ALKYNYLATION; ALDEHYDES; ADDITIONS; VERSATILE;
D O I：
10.1039/d4ra07586b
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The allylation of isochromans at the alpha-position via aerobic DDQ (2,3-dichloro-5,6-dicyano-1,4-benzoquinone) catalysis is described. This process involves the DDQ oxidation of various isochromans under mild conditions to generate oxocarbenium intermediates, which are effectively stabilized in equilibration in the presence of acid before undergoing allylation. Molecular oxygen and tert-butyl nitrite are employed as an environmentally benign oxidant and mediator, respectively, in the catalytic cycle. The transformation of an allylated product to biologically active molecules has also been successfully demonstrated.
引用
收藏
页码：39645 / 39652
页数：8
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