Organic Chemistry Portal

Abstracts

Search:

Acid-Catalyzed Condensation of o-Phenylenediamines and o-Aminophenols with α-Oxodithioesters: A Divergent and Regioselective Synthesis of 2-Methylthio-3-aryl/Heteroarylquinoxalines and 2-Acylbenzoxazoles

Kuppalli R. Kiran, Toreshettahally R. Swaroop*, Kodipura P. Sukrutha, Jeegundipattana B. Shruthi, Seegehally M. Anil, Kanchugarakoppal S. Rangappa*, Maralinganadoddi P. Sadashiva*

*University of Mysore, Manasagangothri, Mysuru, 570 006, India Email: mpsadashivagmail.com, rangappaksgmail.com, mpsadashivagmail.com

K. R. Kiran, T. R. Swaroop, K. P. Sukrutha, J. B. Shruthi, S. M. Anil, K. S. Rangappa, Synthesis, 2019, 51, 4205-4214.

DOI: 10.1055/s-0039-1690616 (free Supporting Information)


see article for more reactions

Abstract

The reaction of o-aminophenols with α-oxodithioesters provides 2-acylbenzoxazoles in good yields in the presence of p-toluene sulfonic acid as catalyst, whereas the reaction of o-phenylenediamines with α-oxodithioesters gives 2-methylthio-3-arylquinoxalines.

see article for more examples



Key Words

α-oxodithioester, quinoxalines, benzoxazoles, condensation, pTSA


ID: J66-Y2019