Iodine-Mediated Controlled and Odorless Mono- and Dithiolation of Indolizines with Sodium Sulfinates
Xue Ran1, Si-Wei Chen1, Qing-Miao Pu1
1College of Chemistry and Chemical Engineering, Chongqing University of Science and Technology, Chongqing 401331, China.
Abstract:
Herein, we report a regioselective and divergent strategy for the synthesis of mono- or dithiolated indolizines via iodine-mediated thiolation with sodium sulfinates. The selectivity between mono- and dithiolation can be readily controlled by simply adjusting the substrate stoichiometry and the amount of additives. Notably, this protocol is odorless, efficient, and scalable with broad functional group tolerance. It represents a practical approach to accessing diverse thiolated indolizine derivatives.
More Related Videos
09:54Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes
Published on: September 12, 2018
10:14Synthesis and Purification of Iodoaziridines Involving Quantitative Selection of the Optimal Stationary Phase for Chromatography
Published on: May 16, 2014
Related Concept Videos
Preparation and Reactions of Sulfides
Preparation and Reactions of Thiols
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo, or cyano...
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
