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
a   Department of Chemistry, National Changhua University of Education, Changhua 50007, Taiwan
,
Mohit Kapoor
b   Chitkara University Institute of Engineering and Technology, Chitkara University, Punjab 140 401, India
,
Tapan Kumar Pradhan
c   Department of Chemistry and Frontier Research Center on Fundamental & Applied Sciences of Matters, National Tsing Hua University, Hsinchu 30013, Taiwan
,
Man-Him Tse
a   Department of Chemistry, National Changhua University of Education, Changhua 50007, Taiwan
,
Hsin-Ya Chen
a   Department of Chemistry, National Changhua University of Education, Changhua 50007, Taiwan
,
Man-Jun Yan
a   Department of Chemistry, National Changhua University of Education, Changhua 50007, Taiwan
,
Yu-Tsen Cheng
a   Department of Chemistry, National Changhua University of Education, Changhua 50007, Taiwan
,
Yu-Cheng Lin
a   Department of Chemistry, National Changhua University of Education, Changhua 50007, Taiwan
,
Cheng-Ying Hsieh
d   Department of Chemistry, National Tsing Hua University, Hsinchu 30013, Taiwan
,
Ker-Yin Liu
d   Department of Chemistry, National Tsing Hua University, Hsinchu 30013, Taiwan
,
Chien-Chung Han
d   Department of Chemistry, National Tsing Hua University, Hsinchu 30013, Taiwan
› Institutsangaben
The project was supported by the Ministry of Science and Technology (MOST 106-2113-M -018-008, MOST 107-2113-M-018-008, MOST 108-2113-M-018-009). M. Kapoor thanks the Start-up funding from Chitkara University and Chitkara University Research and Innovation Network.


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.

Supporting Information



Publikationsverlauf

Eingereicht: 24. September 2020

Angenommen nach Revision: 07. Dezember 2020

Accepted Manuscript online:
07. Dezember 2020

Artikel online veröffentlicht:
02. März 2021

© 2020. Thieme. All rights reserved

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