In Situ Generation of Nitrilimines from Aryldiazonium Salts and Diazo Esters: Synthesis of Fully Substituted Pyrazoles under Room Temperature

Ying Shao; Hao Zheng; Junfeng Qian; Xiaobing Wan

doi:10.1021/acs.orglett.8b00750

In Situ Generation of Nitrilimines from Aryldiazonium Salts and Diazo Esters: Synthesis of Fully Substituted Pyrazoles under Room Temperature

Org Lett. 2018 Apr 20;20(8):2412-2415. doi: 10.1021/acs.orglett.8b00750. Epub 2018 Apr 6.

Authors

Ying Shao^{1

2}, Hao Zheng¹, Junfeng Qian², Xiaobing Wan²

Affiliations

¹ Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Advanced Catalysis and Green Manufacturing Collaborative Innovation Center , Changzhou University , Changzhou 213164 , P. R. China.
² Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science , Soochow University , Suzhou 215123 , P. R. China.

PMID: 29624059
DOI: 10.1021/acs.orglett.8b00750

Abstract

A novel one-pot synthesis for fully substituted pyrazoles has been well developed via the in situ generation of nitrilimines from aryldiazonium salts and diazo esters and a subsequent cycloaddition with 1,3-dicarbonyl compounds. High yields, mild conditions, wide substrate scope, and operational simplicity are the significant advantages of this methodology.

Publication types

Research Support, Non-U.S. Gov't