title: Oxidative Dearomatization of Indoles via Pd-Catalyzed C-H Oxygenation: An Entry to C2-Quaternary Indolin-3-ones.
abstract: An oxidative dearomatization chemistry of 2-arylindole via a unique pathway involving Pd-catalyzed C-H peroxygenation is documented. Coupled with cascade transformation, it provides a new route to access indolin-3-ones bearing a C2-quaternary functionality, including a chiral center (indoxyls), a motif prevalent in indole alkaloids but synthetically underexplored. The method is chemo- and regioselective and compatible with versatile substrates. A mechanism has been outlined on the basis of results of control experiments, isolation/use of intermediates, and spectroscopic studies.
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER) , Sector 67, SAS Nagar (Mohali), Punjab 160062, India.
authors.forename: Sankar K
authors.initials: SK
authors.lastname: Guchhait
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER) , Sector 67, SAS Nagar (Mohali), Punjab 160062, India.
authors.forename: Vikas
authors.initials: V
authors.lastname: Chaudhary
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER) , Sector 67, SAS Nagar (Mohali), Punjab 160062, India.
authors.forename: Vijay A
authors.initials: VA
authors.lastname: Rana
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER) , Sector 67, SAS Nagar (Mohali), Punjab 160062, India.
authors.forename: Garima
authors.initials: G
authors.lastname: Priyadarshani
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER) , Sector 67, SAS Nagar (Mohali), Punjab 160062, India.
authors.forename: Somnath
authors.initials: S
authors.lastname: Kandekar
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER) , Sector 67, SAS Nagar (Mohali), Punjab 160062, India.
authors.forename: Maneesh
authors.initials: M
authors.lastname: Kashyap