title: Auxiliary-enabled Pd-catalyzed direct arylation of methylene C(sp3)-H bond of cyclopropanes: highly diastereoselective assembling of di- and trisubstituted cyclopropanecarboxamides.
abstract: An auxiliary-enabled and Pd(OAc)2-catalyzed direct arylation of C(sp(3))-H bonds of cyclopropanes and production of di- and trisubstituted cyclopropanecarboxamides having contiguous stereocenters are reported. The installation of aryl groups on cyclopropanecarboxamides led to the assembling of novel mono- and di- aryl-N-(quinolin-8-yl)cyclopropanecarboxamide scaffolds and mono- and di- aryl-N-(2-(methylthio)phenyl)cyclopropanecarboxamides. The stereochemistry of products was unequivocally assigned from the X-ray structures of key compounds.
authors.affiliation: Department of Chemical Sciences, Indian Institute of Science Education and Research Mohali, Knowledge City, Mohali, Punjab, India.
authors.forename: Ramarao
authors.initials: R
authors.lastname: Parella
authors.forename: Bojan
authors.initials: B
authors.lastname: Gopalakrishnan
authors.forename: Srinivasarao Arulananda
authors.initials: SA
authors.lastname: Babu
mesh_terms: D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D003516:Cycloparaffins / Q000737:chemistry*; D003521:Cyclopropanes / Q000737:chemistry*; D006860:Hydrogen Bonding; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000577:Amides; D003516:Cycloparaffins; D003521:Cyclopropanes; D010165:Palladium; C538819:cyclopropanecarboxamide