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: mpsadashiva
gmail.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
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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.
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Key Words
α-oxodithioester, quinoxalines, benzoxazoles, condensation, pTSA
ID: J66-Y2019
