An easy two step synthesis of macrocyclic peptidotriazoles via a four-component reaction and copper catalyzed intramolecular azide-alkyne [3+2] click cycloaddition

被引：22
|
作者：
Bahulayan, D. [1 ]
Arun, S. [1 ]
机构：
[1] Univ Calicut, Dept Chem, Malappuram 673635, Kerala, India
来源：
TETRAHEDRON LETTERS | 2012年 / 53卷 / 23期
关键词：
Macrocycles; Peptidotriazoles; Click chemistry; Multi-component reactions; Step economy; DIVERSITY-ORIENTED SYNTHESIS; RING-CLOSING METATHESIS; PEPTIDE-BOND ISOSTERES; NATURAL-PRODUCTS; DRUG DESIGN; MULTICOMPONENT REACTIONS; ORGANIC-SYNTHESIS; CYCLIC-PEPTIDES; STRATEGIES; INHIBITOR;
D O I：
10.1016/j.tetlet.2012.03.116
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A two-step macrocyclization strategy for the synthesis of 12- and 14-membered cyclic peptidotriazoles by combining a one pot four-component reaction and an intramolecular [3+2] azide-alkyne click cyclo-addition reaction is described. Macrocycles are obtained in good to excellent yield from the aqueous work-up of the reaction mixture and it is possible to expand or contract the ring size by adjusting the length of the nitrile moiety used in the MCR stage. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2850 / 2855
页数：6
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