Synthesis 2019; 51(22): 4279-4283
DOI: 10.1055/s-0039-1690126
paper
© Georg Thieme Verlag Stuttgart · New York

Straightforward and Expeditious One-Pot Tandem Synthesis of 3,5-Diaryl-1,2,4-Selenadiazoles from Aryl Nitriles

Sahar Majnooni
a  Department of Chemistry, University of Isfahan, Isfahan, 81746-73441, Iran   Email: khosropour@chem.ui.ac.ir   Email: hzaliboeini@gmail.com
,
Zainab Almansaf
b  Department of Chemistry and Biochemistry, University of Arkansas, Fayetteville, Arkansas 72701, USA   Email: akhosrop@uark.edu   Email: beyzavi@uark.edu
,
Miu Tsuji
b  Department of Chemistry and Biochemistry, University of Arkansas, Fayetteville, Arkansas 72701, USA   Email: akhosrop@uark.edu   Email: beyzavi@uark.edu
,
Ahmad R. Khosropour
a  Department of Chemistry, University of Isfahan, Isfahan, 81746-73441, Iran   Email: khosropour@chem.ui.ac.ir   Email: hzaliboeini@gmail.com
b  Department of Chemistry and Biochemistry, University of Arkansas, Fayetteville, Arkansas 72701, USA   Email: akhosrop@uark.edu   Email: beyzavi@uark.edu
,
Hassan Zali-Boeini
a  Department of Chemistry, University of Isfahan, Isfahan, 81746-73441, Iran   Email: khosropour@chem.ui.ac.ir   Email: hzaliboeini@gmail.com
,
M. Hassan Beyzavi
b  Department of Chemistry and Biochemistry, University of Arkansas, Fayetteville, Arkansas 72701, USA   Email: akhosrop@uark.edu   Email: beyzavi@uark.edu
› Author Affiliations
M.H.B. gratefully acknowledges financial support through the startup funds from the University of Arkansas. A.R.K. and H.Z.B. gratefully thank the Center of Excellence of Chemistry and the Research Council of the University of Isfahan (CECUI) for financial support of this work. The authors declare no competing financial interest.
Further Information

Publication History

Received: 22 May 2019

Accepted after revision: 25 June 2019

Publication Date:
08 August 2019 (eFirst)

Abstract

A one-pot process for the efficient synthesis of 3,5-diaryl-1,2,4-selenadiazoles from aryl nitriles has been developed. This tandem transformation was performed in excellent yields (91–98%) via in situ selenoamidation and a subsequent oxidative dimerization reaction. This method features relatively mild reaction conditions, operational simplicity, straightforward separation of the products, and the utilization of inexpensive reagents.

Supporting Information

 
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