Synthesis of Aryl Amides from Acyl-Bunte Salts and Aryl Azides

被引:5
|
作者
Chen, Li-Jia [1 ]
Kuo, Chia-Jou [1 ]
Liang, Chien-Fu [1 ]
机构
[1] Natl Chung Hsing Univ, Dept Chem, Taichung 402, Taiwan
来源
JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 15期
关键词
ONE-POT SYNTHESIS; CARBOXYLIC-ACIDS; REDUCTIVE AMIDATION; BOND FORMATION; THIOACIDS; ALDEHYDES; ALCOHOLS; THIOESTERS; ODORLESS; CARBENE;
D O I
10.1021/acs.joc.3c00477
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this study, we developed an efficient method for thesynthesisof aryl amides from sodium thiosulfate pentahydrate, organic anhydrides,and aryl azides. Sodium thiosulfate may be used as the sulfur source,which reacts with anhydrides to generate acyl-Bunte salt; this saltreacts with aryl azides via the in situ generation of thiocarboxylate. Using our method, we successfullysynthesized a key bioactive compound. The advantages of one-pot two-stepreactions include operational simplicity, structurally diverse productswith favorable yields, use of less toxic odorless reagents, and easyapplicability to large-scale operations.
引用
收藏
页码:10501 / 10507
页数:7
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