title: Regioselective transition metal- and halogen-free direct dithiolation at C(sp3)-H of nitrotoluenes with diaryl disulfides.
abstract: Here we describe a potassium tert-butoxide-mediated regioselective direct C-S bond formation at the C(sp3)-H position of nitrotoluenes with disulfides in DMSO at room temperature. The developed reaction generated, in good yields, various dithioacetals having OMe, halogen, and NH2functionalities at various positions of the arene rings of the disulfides. Interestingly, in the absence of nitrotoluene, diaryl disulfides and diselenides underwent one-carbon homologation to form dithioacetals and diselenoacetals. Synthesized dithioacetals were transformed into 4-nitrobenzaldehyde and 7-(bis(phenylthio)methyl)-1H-indole.
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal By-pass Road, Bhauri, Bhopal 462 066, India. sangitkumar@iiserb.ac.in.
authors.forename: Shailesh
authors.identifier: http://orcid.org/0000-0001-6221-4512
authors.initials: S
authors.lastname: Kumar
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal By-pass Road, Bhauri, Bhopal 462 066, India. sangitkumar@iiserb.ac.in.
authors.forename: Rahul
authors.initials: R
authors.lastname: Kadu
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal By-pass Road, Bhauri, Bhopal 462 066, India. sangitkumar@iiserb.ac.in.
authors.forename: Sangit
authors.identifier: http://orcid.org/0000-0003-0658-8709
authors.initials: S
authors.lastname: Kumar