Application of Hantzsch Ester and Meyer Nitrile in Radical Alkynylation Reactions

Xu Liu; Ruoyu Liu; Jie Dai; Xu Cheng; Guigen Li

doi:10.1021/acs.orglett.8b03050

Application of Hantzsch Ester and Meyer Nitrile in Radical Alkynylation Reactions

Org Lett. 2018 Nov 2;20(21):6906-6909. doi: 10.1021/acs.orglett.8b03050. Epub 2018 Oct 17.

Authors

Xu Liu¹, Ruoyu Liu¹, Jie Dai¹, Xu Cheng^{1

2}, Guigen Li^{1

3}

Affiliations

¹ Institute of Chemistry and Biomedical Sciences, Jiangsu Key Laboratory of Advanced Organic Materials, National Demonstration Center for Experimental Chemistry Education, School of Chemistry and Chemical Engineering , Nanjing University , Nanjing 210023 , China.
² State Key Laboratory Cultivation Base for TCM Quality and Efficacy , Nanjing University of Chinese Medicine , Nanjing 210023 , China.
³ Department of Chemistry and Biochemistry , Texas Tech University , Lubbock , Texas 79409 , United States.

PMID: 30336057
DOI: 10.1021/acs.orglett.8b03050

Abstract

The first example of constructing a C_sp3-C_sp bond with substituted Hantzsch ester and Meyer nitrile is reported. When benziodoxole-activated alkyne was applied as the alkynyl donor, products containing C_sp3-C_sp bonds involving primary, secondary, and tertiary carbon centers were achieved in up to 97% yields. K₂S₂O₈ was the optimum radical initiator in this reaction.

Publication types

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