Synthesis of a-Hydroxyl and a-Amino Pyridinyl Esters via Photoreductive Dual Radical Cross-Coupling

被引：4

作者：

Cui, Xian-Chao ^{[1
]}

Zhang, Hu ^{[1
]}

Zhang, Hao ^{[1
]}

Wang, Yi-Ping ^{[1
]}

Qu, Jian-Ping ^{[2
]}

Kang, Yan-Biao ^{[1
]}

机构：

[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China

[2] Nanjing Tech Univ, Inst Adv Synth, Sch Chem & Mol Engn, Nanjing 211816, Peoples R China

来源：

ORGANIC LETTERS | 2023年 / 25卷 / 39期

基金：

中国国家自然科学基金;

关键词：

6-STEP SYNTHESIS; CATALYSIS; ACCESS;

D O I：

10.1021/acs.orglett.3c02780

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A method for the synthesis of a-hydroxyl and a-amino pyridinyl esters via photoreductive dual radical cross-coupling catalyzed by the super-organoreductant CBZ6 has been developed. A wide range of 2-pyridinylation and 4-pyridinylation of either a-ketoesters or imine derivatives has been achieved. The applications in the synthesis of pyridinyl amino-hydroxyl acids as well as a new chiral oxazoline ligand have also been accomplished.

引用

页码：7198 / 7203

页数：6

共 50 条

[31] Stereocontrolled Synthesis of α-Amino-α′-alkoxy Ketones by a Copper-Catalyzed Cross-Coupling of Peptidic Thiol Esters and α-Alkoxyalkylstannanes
Li, Hao
He, Anyu
Felck, John R.
Liebeskind, Lanny S.
ORGANIC LETTERS, 2011, 13 (14) : 3682 - 3685
[32] Modular synthesis of α-fluorinated arylmethanes via desulfonylative cross-coupling
NamboD, Masakazu
Yim, Jacky C-H
Freitas, Luiza B. O.
Tahara, Yasuyo
Ariki, Zachary T.
Maekawa, Yuuki
Yokogawa, Daisuke
Crudden, Cathleen M.
NATURE COMMUNICATIONS, 2019, 10 (1)
[33] Arylalkene Synthesis via Decarboxylative Cross-Coupling of Alkenyl Halides
Tang, Jie
Goossen, Lukas J.
ORGANIC LETTERS, 2014, 16 (10) : 2664 - 2667
[34] Programmed synthesis of triarylnitroimidazoles via sequential cross-coupling reactions
Raina G.
Kannaboina P.
Mupparapu N.
Raina S.
Ahmed Q.N.
Das P.
Organic and Biomolecular Chemistry, 2019, 17 (08): : 2134 - 2147
[35] Modular synthesis of α-fluorinated arylmethanes via desulfonylative cross-coupling
Masakazu Nambo
Jacky C.-H. Yim
Luiza B. O. Freitas
Yasuyo Tahara
Zachary T. Ariki
Yuuki Maekawa
Daisuke Yokogawa
Cathleen M. Crudden
Nature Communications, 10
[36] A Convenient Synthesis of Functionalized Azulenes via Negishi Cross-Coupling
Dubovik, Julia
Bredihhin, Aleksei
SYNTHESIS-STUTTGART, 2015, 47 (04): : 538 - 548
[37] Programmed synthesis of triarylnitroimidazoles via sequential cross-coupling reactions
Raina, Gaurav
Kannaboina, Prakash
Mupparapu, Nagaraju
Raina, Sushil
Ahmed, Qazi Naveed
Das, Parthasarathi
ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (08) : 2134 - 2147
[38] A simple and efficient synthesis of benzofuroquinolines via the decarboxylative cross-coupling
Rathod, Praveen Kumar
Jonnalagadda, Sowmya
Panaganti, Leelavathi
TETRAHEDRON LETTERS, 2021, 66
[39] Convergent synthesis of (R)-silodosin via decarboxylative cross-coupling
Chen, Tie-Gen
Mele, Lucas
Jentzer, Olivier
Delbrayelle, Dominique
Echeverria, Pierre-Georges
Vantourout, Julien C.
Baran, Phil S.
TETRAHEDRON LETTERS, 2021, 79
[40] Photocatalytic aerobic cross-coupling reaction of N-substituted anilines with N-aryl glycine esters: Synthesis of α-aryl α-amino esters
Sun, Bin
Deng, Jiacheng
Li, Deyu
Jin, Can
Su, Weike
TETRAHEDRON LETTERS, 2018, 59 (49) : 4364 - 4369

← 1 2 3 4 5 →