Visible-Light-Mediated Tandem Difluoromethylation/Cyclization of Alkenyl Aldehydes toward CF2H-Substituted Chroman-4-one Derivatives

被引：21

作者：

Mao, Liu-Liang ^{[1
]}

Zhou, An-Xi ^{[1
]}

Zhu, Xian-Hong ^{[1
]}

Peng, Huanan ^{[1
]}

Quan, Li-Xia ^{[1
]}

Wan, Jie-Ping ^{[2
]}

Yang, Shang-Dong ^{[3
]}

机构：

[1] Shangrao Normal Univ, Coll Chem & Environm Sci, Shangrao 334001, Peoples R China

[2] Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Peoples R China

[3] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 18期

基金：

中国国家自然科学基金;

关键词：

CASCADE RADICAL CYCLIZATION; 1,3-DIPOLAR CYCLOADDITION; FLUORINATED SULFONES; RING EXPANSION; TRIFLUOROMETHYLATION; DIFLUOROMETHYL; INHIBITORS; CATALYST; ACCESS; AMIDES;

D O I：

10.1021/acs.joc.2c01689

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and facile visible-light-mediated tandem difluoromethylation/cyclization of alkenyl aldehydes, with easily accessible and air-stable [Ph3PCF2H]Br-+(-) as the difluoromethylation reagent, has been established. A range of CF2H-substituted chroman-4-one skeletons and their derivatives, such as 2,3-dihydroquinolin-4(1H)-ones, chroman, 3,4-dihydronaphthalen-1(2H)-one, 2,3-dihydrobenzofuran, and 2,3-dihydro-1H-inden-1-one, are efficiently produced in moderate to good yields with excellent chemoselectivity under mild reaction conditions.

引用

页码：12414 / 12423

页数：10

共 75 条

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