title: Selective Oxidative Decarbonylative Cleavage of Unstrained C(sp(3))-C(sp(2)) Bond: Synthesis of Substituted Benzoxazinones.
abstract: A transition metal (TM)-free practical synthesis of biologically relevant benzoxazinones has been established via a selective oxidative decarbonylative cleavage of an unstrained C(sp(3))-C(sp(2)) bond employing iodine, sodium bicarbonate, and (t)butyl hydroperoxide in DMSO at 95 °C. Control experiments and Density Functional Theory (DFT) calculations suggest that the reaction involves a [1,5]H shift and extrusion of CO gas as the key steps. The extrusion of CO has also been established using PMA-PdCl2.
authors.affiliation: Department of Chemistry, IISER Bhopal , Bhopal By-pass Road, Bhauri, Bhopal, Madhya Pradesh, 462066, India.
authors.forename: Ajay
authors.initials: A
authors.lastname: Verma
authors.affiliation: Department of Chemistry, IISER Bhopal , Bhopal By-pass Road, Bhauri, Bhopal, Madhya Pradesh, 462066, India.
authors.forename: Sangit
authors.initials: S
authors.lastname: Kumar