NHC ligand-enabled Ni-catalyzed reductive coupling of alkynes and imines using isopropanol as a reductant

被引：22

作者：

Yao, Wei-Wei ^{[1
,2
]}

Li, Ran ^{[1
,2
]}

Li, Jiang-Fei ^{[1
,2
]}

Sun, Juan ^{[3
]}

Ye, Mengchun ^{[1
,2
]}

机构：

[1] Nankai Univ, Coll Chem, State Key Lab, Tianjin 300071, Peoples R China

[2] Nankai Univ, Coll Chem, Inst Elernentoorgan Chem, Tianjin 300071, Peoples R China

[3] Nankai Univ, Coll Chem, Key Lab Adv Energy Mat Chem, Dept Chem, Tianjin 300071, Peoples R China

来源：

GREEN CHEMISTRY | 2019年 / 21卷 / 09期

基金：

中国国家自然科学基金;

关键词：

BOND-FORMING HYDROGENATION; ASYMMETRIC TRANSFER HYDROGENATION; NICKEL CATALYSIS; ALLYLIC ALCOHOLS; 2+2+2 CYCLOADDITION; CONJUGATED ALKYNES; AZA-NICKELACYCLE; ALDEHYDES; CARBONYL; AMINES;

D O I：

10.1039/c9gc00653b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A nickel-catalyzed reductive coupling of alkynes and imines using readily available isopropanol as the reducing agent was developed. The use of a sterically bulky and electron-rich carbene ligand (AnIPr) significantly promotes the reaction, providing various multi-substituted allylic amines in 23-89% yield and the corresponding chiral ligand (AnIPr-3) can afford the products in 51-95% ee.

引用

页码：2240 / 2244

页数：5

共 50 条

[1] Ligand-enabled Ni-catalyzed hydroarylation and hydroalkenylation of internal alkenes with organoborons
Wang, Dao-Ming
She, Li-Qin
Wu, Yichen
Zhu, Chunyin
Wang, Peng
NATURE COMMUNICATIONS, 2022, 13 (01)
[2] Ligand-enabled Ni-catalyzed hydroarylation and hydroalkenylation of internal alkenes with organoborons
Dao-Ming Wang
Li-Qin She
Yichen Wu
Chunyin Zhu
Peng Wang
Nature Communications, 13
[3] Construction of Lactones via Ligand-Enabled Ni-Catalyzed Alkene Hydroxylarylation/Lactonization
Wang, Dao-Ming
He, Yu-Qing
Wu, Yichen
Tang, Yong
Wang, Peng
ORGANIC LETTERS, 2024, 26 (38) : 8171 - 8176
[4] Ni-catalyzed reductive decyanation of nitriles with ethanol as the reductant
Wu, Ke
Ling, Yichen
Sun, Nan
Hu, Baoxiang
Shen, Zhenlu
Jin, Liqun
Hu, Xinquan
CHEMICAL COMMUNICATIONS, 2021, 57 (18) : 2273 - 2276
[5] Amino alcohol ligand-enabled Ni-catalyzed regio- and diastereoselective dearomative borylalkylation of indoles
Wang, Jiaxin
Zhang, Xuelong
Li, Aichen
He, Rui
Zhang, Surong
Li, Xiangyue
Zhang, Lanlan
Ju, Guodong
Wang, Chao
ORGANIC CHEMISTRY FRONTIERS, 2025, 12 (05): : 1513 - 1520
[6] Ni-Catalyzed Reductive Coupling of Alkynes and Amides to Access Multi-Functionalized Indoles
Min, Kwan Hong
Iqbal, Naeem
Cho, Eun Jin
ORGANIC LETTERS, 2022, 24 (04) : 989 - 994
[7] Ligand-Enabled Ni-Catalyzed Enantioselective Hydroarylation of Styrenes and 1,3-Dienes with Arylboronic Acids
Lv, Xin-Yang
Fan, Chao
Xiao, Li-Jun
Xie, Jian-Hua
Zhou, Qi-Lin
CCS CHEMISTRY, 2019, 1 (04): : 328 - 334
[8] Ni-Catalyzed Reductive Fluoroalkylthiolation of Alkynes toward Fluoroalkylated Vinylthioethers
Wang, Meng-Dan
Li, Ya-Nan
Xiao, Lin-Xi
Zhang, Run-Han
Yuan, Meng
Wang, Zhao-Lun
Zhang, Xing-Guo
Tu, Hai-Yong
ORGANIC LETTERS, 2025, 27 (01) : 391 - 395
[9] Quinim Ligand-Enabled Ni-Catalyzed Asymmetric 1,2-Carbamoyl-Alkylation of Unactivated Alkenes
He, Yuli
Zhu, Shaolin
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2020, 40 (12) : 4377 - 4379
[10] Enantioselective Nickel-Catalyzed Reductive Coupling of Alkynes and Imines
Zhou, Chang-Yue
Zhu, Shou-Fei
Wang, Li-Xin
Zhou, Qi-Lin
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (32) : 10955 - 10957

← 1 2 3 4 5 →