Efficient and Chemoselective Amidation of β-Carboline Carboxylic Acids

被引：4

作者：

Lin, Miaoman ^{[1
]}

Liang, Weida ^{[1
]}

Ma, Jiale ^{[1
]}

Wu, Ye ^{[1
]}

Xiao, Xiao ^{[2
]}

Ying, Jianxi ^{[3
]}

Yan, Yinghua ^{[1
]}

Zhao, Lingling ^{[1
]}

Jin, Haixiao ^{[4
]}

Liang, Hongze ^{[1
]}

Cui, Wei ^{[2
]}

Yan, Xiaojun ^{[4
]}

机构：

[1] Ningbo Univ, Sch Mat Sci & Chem Engn, Dept Chem, Ningbo 315211, Zhejiang, Peoples R China

[2] Ningbo Univ, Ningbo Key Lab Behav Neurosci, Zhejiang Prov Key Lab Pathophysiol, Sch Med, Ningbo 315211, Zhejiang, Peoples R China

[3] Ningbo Univ, Inst Drug Discovery Technol, Ningbo 315211, Zhejiang, Peoples R China

[4] Ningbo Univ, Coll Food & Pharmaceut Sci, Ningbo 315211, Zhejiang, Peoples R China

来源：

CHEMISTRYSELECT | 2019年 / 4卷 / 44期

基金：

中国国家自然科学基金;

关键词：

Amidation; beta-Carboline; Fascaplysin; HBTU; Neuroprotection; MARINE NATURAL-PRODUCTS; AMIDE BOND FORMATION; ALKALOID FASCAPLYSIN; BIOLOGICAL-ACTIVITY; DESIGN; CHEMISTRY;

D O I：

10.1002/slct.201903444

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of beta-carboline amides has been synthesized in one-pot reaction via coupling between an acid and an amine in the presence of HBTU/Et3N. This mild amidation reaction undergoes efficiently and chemoselectively. Bioactivity studies indicate that the beta-carboline amide derivatives exhibit neuroprotective activity and might be developed to be lead compounds for anti-stroke agents.

引用

页码：12978 / 12982

页数：5

共 50 条

[1] Chemoselective Esterification and Amidation of Carboxylic Acids with Imidazole Carbamates and Ureas
Heller, Stephen T.
Sarpong, Richmond
ORGANIC LETTERS, 2010, 12 (20) : 4572 - 4575
[2] ZnO nanofluid as a structure base catalyst for chemoselective amidation of aliphatic carboxylic acids
Tamaddon, Fatemeh
Aboee, Fatemeh
Nasiri, Alireza
CATALYSIS COMMUNICATIONS, 2011, 16 (01) : 194 - 197
[3] A microwave-assisted highly practical chemoselective esterification and amidation of carboxylic acids
Pathak, Gunindra
Das, Diparjun
Rokhum, Lalthazuala
RSC ADVANCES, 2016, 6 (96) : 93729 - 93740
[4] An Efficient Protocol for the Amidation of Carboxylic Acids Promoted by Trimethyl Phosphite and Iodine
Luo, Qun-Li
Lv, Lina
Li, Yu
Tan, Jian-Ping
Nan, Wenhui
Hui, Qun
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (34) : 6916 - 6922
[5] XtalFluor-E, an Efficient Coupling Reagent for Amidation of Carboxylic Acids
Orliac, Aurelie
Pardo, Domingo Gomez
Bombrun, Agnes
Cossy, Janine
ORGANIC LETTERS, 2013, 15 (04) : 902 - 905
[6] Direct Amidation of Carboxylic Acids with Nitroarenes
Wang, Shao-Peng
Cheung, Chi Wai
Ma, Jun-An
JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (21): : 13922 - 13934
[7] Chemoselective calcium-catalysed direct amidation of carboxylic esters
Nguyen, D. Thao
Lenstra, Danny C.
Mecinovic, Jasmin
RSC ADVANCES, 2015, 5 (95): : 77658 - 77661
[8] The Thermal Amidation of Carboxylic Acids Revisited
Goossen, Lukas J.
Ohlmann, Dominik M.
Lange, Paul P.
SYNTHESIS-STUTTGART, 2009, (01): : 160 - 164
[9] New, efficient and chemoselective method of thioacylation, starting from carboxylic acids
Doszczak, L
Rachon, J
CHEMICAL COMMUNICATIONS, 2000, (21) : 2093 - 2094
[10] An efficient procedure for chemoselective amidation from carboxylic acid and amine (ammonium salt) under mild conditions
Li, Jianhui
He, Shaopo
Fu, Haiqing
Chen, Xin
Tang, Min
Zhang, Dela
Wang, Bo
RESEARCH ON CHEMICAL INTERMEDIATES, 2018, 44 (04) : 2289 - 2303

← 1 2 3 4 5 →