Photoredox/nickel dual-catalyzed regioselective alkylation of propargylic carbonates for trisubstituted allenes

被引：16

作者：

Zhou, Zhao-Zhao ^{[1
,2
]}

Song, Xian-Rong ^{[3
]}

Du, Sha ^{[3
]}

Xia, Ke-Jian ^{[1
]}

Tian, Wan-Fa ^{[3
]}

Xiao, Qiang ^{[3
]}

Liang, Yong-Min ^{[2
]}

机构：

[1] Nanchang Normal Univ, Coll Chem & Food Sci, Nanchang 330000, Jiangxi, Peoples R China

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

[3] Jiangxi Sci & Technol Normal Univ, Inst Organ Chem, Key Lab Organ Chem, Nanchang 330000, Jiangxi, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2021年 / 57卷 / 74期

基金：

中国国家自然科学基金;

关键词：

SINGLE-ELECTRON TRANSMETALATION; ONE-POT SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; SELECTIVE SYNTHESIS; REAGENTS; ALCOHOLS; PHOSPHATES; HALIDES; ALKYNES;

D O I：

10.1039/d1cc03303d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Herein, a highly regioselective alkylation of propargylic carbonates for trisubstituted allenes with alkyl 1,4-dihydropyridine derivatives (1,4-DHPs) is developed via a photoredox/nickel dual-catalyzed process, which represents the first direct approach to access alkylated allene products without alkyl organometallic reagents. This method features a broad substrate scope and mild conditions. A hypothetical mechanism with an alkyl radical and an allenyl Ni(iii) species is proposed. Benzylation products were also obtained to be the complement building blocks for the potential synthesis of pharmaceuticals.

引用

页码：9390 / 9393

页数：4

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