An efficient synthesis of 4,6-substituted pyrrolo[3,2-d]pyrimidines by silver-catalyzed cyclization of acetylene amine

被引：3

作者：

Xie, Rui ^{[1
,2
]}

Hu, Ying ^{[3
]}

Wan, Huixin ^{[5
]}

Hu, Yanwei ^{[1
,2
]}

Chen, Shaohua ^{[1
,2
]}

Zhang, Shilei ^{[1
,2
]}

Zhang, Yinan ^{[1
,2
,4
]}

机构：

[1] Soochow Univ, Jiangsu Key Lab Translat Res & Therapy Neuropsych, 199 Renai Rd, Suzhou 215123, Peoples R China

[2] Soochow Univ, Coll Pharmaceut Sci, Dept Med Chem, 199 Renai Rd, Suzhou 215123, Peoples R China

[3] Suzhou Vocat Hlth Coll, Dept Pharm, 28 Kehua Rd, Suzhou 215009, Peoples R China

[4] Univ Kentucky, Coll Pharm, 789 South Limestone St, Lexington, KY 40536 USA

[5] Shanghai Pharmaceut Holding Co Ltd, Cent Res Inst, Tower 4,898 Ha Lei Rd, Shanghai 201203, Peoples R China

来源：

TETRAHEDRON LETTERS | 2016年 / 57卷 / 22期

基金：

中国国家自然科学基金;

关键词：

Heterocycles; Transition-metal catalysts; Cyclization; Bioactive molecules; PURINE NUCLEOSIDE PHOSPHORYLASE; STATE ANALOG INHIBITORS; PEPTIDASE IV INHIBITORS; 5'-METHYLTHIOADENOSINE PHOSPHORYLASE; C-NUCLEOSIDES; ENANTIOSELECTIVE SYNTHESIS; BIOLOGICAL EVALUATION; CONVERGENT SYNTHESIS; ANTIVIRAL ACTIVITY; DESIGN;

D O I：

10.1016/j.tetlet.2016.04.077

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A silver catalyzed cyclization of acetylene amine was developed to synthesize 4,6-substituted pyrrolo [3,2-d]pyrimidine, a bioactive isosteric scaffold of purine. Starting from simple commercially available acetylenes and pyrimidines, the method was found to be compatible with wide chemical functionalities, leading to a series of pyrrolo[3,2-d]pyrimidines in 84-91% yields. 2016 Elsevier Ltd. All rights reserved.

引用

页码：2418 / 2421

页数：4

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