2-Pyridyl sulfoxide-directed Pd(II)-catalyzed regioselective C2-arylation/alkenylation of indoles
Kanchan Yadav1, Ram Singh Jat2, Ritesh Singh3
1School of Chemical Sciences and Pharmacy, Central University of Rajasthan, Ajmer, Rajasthan 305817, India.
Abstract:
The present study reports Pd(II)-catalysed regioselective C2-arylation and alkenylation of indoles using iodoarenes and activated/unactivated alkenes, respectively, directed by 2-pyridyl sulfoxide at the C3-position of indoles for the first time. This additive-free approach proceeds under oxidative conditions, using silver oxide as the oxidant, and furnishes the biologically important C3-thia-2-functionalized indoles in moderate to very good yields. Notable features of this protocol include a readily cleavable/amenable directing group, compatibility with diverse functional groups, broad substrate applicability, excellent regioselectivity, good scalability, and promising potential for late-stage functionalization.
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