Synthesis 2021; 53(21): 4117-4123
DOI: 10.1055/a-1534-0466
paper

Elemental Sulfur Mediated Synthesis of Pyrrolo[1,2-a]quinoxalines from 1-(2-Nitroaryl)pyrroles

Tuan H. Ho
a   Faculty of Chemical Engineering, Ho Chi Minh City University of Technology (HCMUT), 268 Ly Thuong Kiet, District 10, Ho Chi Minh City, Viet Nam
b   Viet Nam National University Ho Chi Minh City, Linh Trung Ward, Thu Duc District, Ho Chi Minh City, Viet Nam
,
Nhu T. A. Phan
a   Faculty of Chemical Engineering, Ho Chi Minh City University of Technology (HCMUT), 268 Ly Thuong Kiet, District 10, Ho Chi Minh City, Viet Nam
b   Viet Nam National University Ho Chi Minh City, Linh Trung Ward, Thu Duc District, Ho Chi Minh City, Viet Nam
,
Thuyen T. C. Ho
a   Faculty of Chemical Engineering, Ho Chi Minh City University of Technology (HCMUT), 268 Ly Thuong Kiet, District 10, Ho Chi Minh City, Viet Nam
b   Viet Nam National University Ho Chi Minh City, Linh Trung Ward, Thu Duc District, Ho Chi Minh City, Viet Nam
,
Duyen L. M. Tran
a   Faculty of Chemical Engineering, Ho Chi Minh City University of Technology (HCMUT), 268 Ly Thuong Kiet, District 10, Ho Chi Minh City, Viet Nam
b   Viet Nam National University Ho Chi Minh City, Linh Trung Ward, Thu Duc District, Ho Chi Minh City, Viet Nam
,
a   Faculty of Chemical Engineering, Ho Chi Minh City University of Technology (HCMUT), 268 Ly Thuong Kiet, District 10, Ho Chi Minh City, Viet Nam
b   Viet Nam National University Ho Chi Minh City, Linh Trung Ward, Thu Duc District, Ho Chi Minh City, Viet Nam
,
a   Faculty of Chemical Engineering, Ho Chi Minh City University of Technology (HCMUT), 268 Ly Thuong Kiet, District 10, Ho Chi Minh City, Viet Nam
b   Viet Nam National University Ho Chi Minh City, Linh Trung Ward, Thu Duc District, Ho Chi Minh City, Viet Nam
› Author Affiliations
We thank the Viet Nam National University Ho Chi Minh City (VNU-HCM) for financial support via project no. NCM2019-20-01 (for N.T.S.P.).


Abstract

Methods to afford pyrrolo[1,2-a]quinoxalines often require the use of prefunctionalized aniline precursors, transition metals, and/or harsh conditions. Herein we describe a simple coupling of 1-(2-nitroaryl)pyrroles and arylacetic acids, in the presence of elemental sulfur, to furnish the fused heterocycles in good yields. The conditions are compatible with many functionalities including ester, nitrile, halogen, and nitro groups. Use of benzyl alcohols and picoline coupling reagents was also attempted.

Supporting Information



Publication History

Received: 21 May 2021

Accepted after revision: 22 June 2021

Accepted Manuscript online:
22 June 2021

Article published online:
22 July 2021

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