Electrophotocatalytic C-H Hydroxyalkylation of Heteroaromatics with Aldehydes

被引：18

作者：

Bi, Huihua ^{[1
]}

Zhou, Yu ^{[1
]}

Jiang, Wei ^{[1
]}

Liu, Jie ^{[1
,2
]}

机构：

[1] Hunan Univ, Coll Chem & Chem Engn, Hunan Prov Key Lab Biomacromol Chem Biol, Changsha 410082, Hunan, Peoples R China

[2] Hunan Univ, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Hunan, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2022年 / 364卷 / 10期

关键词：

Electrophotocatalysis; Hydroxyalkylation; Minisci reaction; Radical coupling; Heteroaromatics; DECATUNGSTATE ANION; MINISCI REACTION; FUNCTIONALIZATION; ELECTROCHEMISTRY; PHOTOCATALYSIS; SUBSTITUTIONS; GREEN;

D O I：

10.1002/adsc.202200055

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Herein a radical hydroxyalkylation of N-heteroaromatics with aldehydes is reported. The constructive merging of photochemistry and electrochemistry is the key for the success of this atom-economical Minisci method. This protocol highlights the utility of electrophotocatalysis to promote a practical and general synthesis of secondary alcohols in good yields from readily available N-heteroaromatics and aldehydes under mild reaction condition.

引用

页码：1732 / 1737

页数：6

共 50 条

[1] Electrophotocatalytic C-H Azolation of Arenes
Hou, Zhong-Wei
Xu, Hai-Chao
CHEMELECTROCHEM, 2021, 8 (09) : 1571 - 1573
[2] Electrophotocatalytic C-H Heterofunctionalization of Arenes
Huang, He
Lambert, Tristan H.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2021, 60 (20) : 11163 - 11167
[3] Electrophotocatalytic Decarboxylative C-H Functionalization of Heteroarenes
Lai, Xiao-Li
Shu, Xiao-Min
Song, Jinshuai
Xu, Hai-Chao
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (26) : 10626 - 10632
[4] Electrophotocatalytic oxygenation of multiple adjacent C-H bonds
Shen, Tao
Li, Yi-Lun
Ye, Ke-Yin
Lambert, Tristan H.
NATURE, 2023, 614 (7947) : 275 - +
[5] Electrophotocatalytic diamination of vicinal C-H bonds
Shen, Tao
Lambert, Tristan H.
SCIENCE, 2021, 371 (6529) : 620 - +
[6] Photocatalyzed hydroxyalkylation of N-heteroaromatics with aldehydes in the aqueous phase
Xu, Jun
Liu, Li
Yan, Zhao-Cheng
Liu, Yang
Qin, Long
Deng, Ning
Xu, Hua-Jian
GREEN CHEMISTRY, 2023, 25 (06) : 2268 - 2273
[7] Electrophotocatalytic C-H Functionalization of Ethers with High Regioselectivity
Huang, He
Strater, Zack M.
Lambert, Tristan H.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (04) : 1698 - 1703
[8] Photochemical C-H Hydroxyalkylation of Quinolines and Isoquinolines
Bieszczad, Bartosz
Perego, Luca Alessandro
Melchiorre, Paolo
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (47) : 16878 - 16883
[9] Hydroxyalkylation of α-C-H bonds of tetrahydrofuran with aldehydes in the presence of triethylborane and tert-butyl hydroperoxide
Yoshimitsu, T
Arano, Y
Nagaoka, H
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (02): : 625 - 627
[10] Radical α-C-H hydroxyalkylation of ethers and acetal
Yoshimitsu, T
Arano, Y
Nagaoka, H
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (06): : 2342 - 2345

← 1 2 3 4 5 →