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Abstract
The carbonylative cross coupling of aryl iodide with ortho-haloaniline to ortho-haloanilide using phosphine-free Pd(OAc)2 catalyst in water as a reaction medium has been studied. The present protocol facilitated the reaction of o-haloanilines with a wide variety of hindered and functionalized aryl iodides, affording good yields of the desired products. The protocol was also extended for the synthesis of benzoxazoles through cyclization of ortho-haloanilide using Cu(acac)2 catalyst.
GRAPHICAL ABSTRACT
ACKNOWLEDGMENT
Financial assistance from the Council of Scientific and Industrial Research (CSIR), New Delhi, India, is kindly acknowledged.
Notes
a Reactions conditons: aryl iodide (1.0 mmol), o-haloamine (2.0 mmol), pd(OAc)2 (1.0 mol%, Et3N (2.0 mmol), water (10 mL), CO (200 psi), 100°C, 8 h.
b Yield of isolated product.