Mild and Efficient Copper-Catalyzed Synthesis of Trisubstituted Pyrroles

Ming-Hua Hsu; Mohit Kapoor; Tapan Kumar Pradhan; Man-Him Tse; Hsin-Ya Chen; Man-Jun Yan; Yu-Tsen Cheng; Yu-Cheng Lin; Cheng-Ying Hsieh; Ker-Yin Liu; Chien-Chung Han

doi:10.1055/a-1331-7346

Synthesis, Table of Contents

Synthesis 2021; 53(13): 2212-2218
DOI: 10.1055/a-1331-7346

paper

Mild and Efficient Copper-Catalyzed Synthesis of Trisubstituted Pyrroles

Ming-Hua Hsu∗

^aDepartment of Chemistry, National Changhua University of Education, Changhua 50007, Taiwan

,

Mohit Kapoor

^bChitkara University Institute of Engineering and Technology, Chitkara University, Punjab 140 401, India

,

Tapan Kumar Pradhan

^cDepartment of Chemistry and Frontier Research Center on Fundamental & Applied Sciences of Matters, National Tsing Hua University, Hsinchu 30013, Taiwan

,

Man-Him Tse

^aDepartment of Chemistry, National Changhua University of Education, Changhua 50007, Taiwan

,

Hsin-Ya Chen

^aDepartment of Chemistry, National Changhua University of Education, Changhua 50007, Taiwan

,

Man-Jun Yan

^aDepartment of Chemistry, National Changhua University of Education, Changhua 50007, Taiwan

,

Yu-Tsen Cheng

^aDepartment of Chemistry, National Changhua University of Education, Changhua 50007, Taiwan

,

Yu-Cheng Lin

^aDepartment of Chemistry, National Changhua University of Education, Changhua 50007, Taiwan

,

Cheng-Ying Hsieh

^dDepartment of Chemistry, National Tsing Hua University, Hsinchu 30013, Taiwan

,

Ker-Yin Liu

^dDepartment of Chemistry, National Tsing Hua University, Hsinchu 30013, Taiwan

,

Chien-Chung Han

^dDepartment of Chemistry, National Tsing Hua University, Hsinchu 30013, Taiwan

› Author Affiliations

Abstract

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Abstract

A sustainable and time economic approach has been developed for the synthesis of polysubstituted pyrroles using copper iodide as a catalyst. The reaction proceeded through imine formation followed by cyclization with alkyne-Cu intermediate, which was supported by control experiments studies. The newly formed substituted pyrroles were obtained in excellent yields with high regioselectivity under mild conditions.

Key words

copper - Cu-catalyzed - pyrrole - cyclization - multicomponent

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References

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