location: Current position: Home >> Scientific Research >> Paper Publications

Regiodivergent Rhodium(I)-Catalyzed Azide-Alkyne Cycloaddition (RhAAC) To Access Either Fully Substituted Sulfonyl-1,2,3-triazoles under Mild Conditions

Hits:

Indexed by:期刊论文

First Author:Song, Wangze

Correspondence Author:Song, WZ (reprint author), Dalian Univ Technol, Sch Pharmaceut Sci & Technol, State Key Lab Fine Chem, Dalian 116024, Peoples R China.

Co-author:Zheng, Nan,Li, Ming,Dong, Kun,Li, Junhao,Ullah, Karim,Zheng, Yubin

Date of Publication:2018-11-02

Journal:ORGANIC LETTERS

Included Journals:PubMed、SCIE、Scopus

Volume:20

Issue:21

Page Number:6705-6709

ISSN No.:1523-7060

Abstract:A regiodivergent Rh(I)-catalyzed azide-alkyne cycloaddition (RhAAC) was developed for the synthesis of both fully substituted 4-sulfonyl-1,2,3-triazoles and 5-sulfonyl-1,2,3-triazoles in high regioselectivities and yields under mild conditions in one step. Nonmetallic sulfur(II) or sulfur(VI) could efficiently control the regioselectivity of RhAAC reactions by chelation or nonchelation mechanisms to give excellent 1,4- or 1,5-regioselectivities. The utility of this method is further highlighted by its compatibility with water and air, broad substrate scope, good functional group tolerance, gram-scale preparation, applicability to carbohydrates, and the tandem CuAAC-RhAAC reaction.

Pre One:Copper-catalyzed one-pot synthesis of alkynylphophonates

Next One:Iridium-Catalyzed Highly Regioselective and Diastereoselective Allylic Etherification To Access cis-2,6-Disubstituted Dihydropyridinones