81012-82-0Relevant articles and documents
Synthesis of Alkyl Halides from Aldehydes via Deformylative Halogenation
Liang, Shengzong,Kumon, Tatsuya,Angnes, Ricardo A.,Sanchez, Melissa,Xu, Bo,Hammond, Gerald B.
, p. 3848 - 3854 (2019/05/24)
An unprecedented deformylative halogenation of aldehydes to alkyl halides is presented. Under oxidative conditions, 1,4-dihydropyridine (DHP), derived from an aldehyde, generated a C(sp3)- radical that coupled with a halogen radical that was generated from inexpensive and atom-economical halogen sources (NaBr, NaI, or HCl), to yield an alkyl halide. Because of the mild conditions, a wide range of functional groups were tolerated, and excellent site selectivity was achieved.
Visible-light-mediated conversion of alcohols to halides
Dai, Chunhui,Narayanam, Jagan M.R.,Stephenson, Corey R.J.
scheme or table, p. 140 - 145 (2012/02/06)
The development of new means of activating molecules and bonds for chemical reactions is a fundamental objective for chemists. In this regard, visible-light photoredox catalysis has emerged as a powerful technique for chemoselective activation of chemical bonds under mild reaction conditions. Here, we report a visible-light-mediated photocatalytic alcohol activation, which we use to convert alcohols to the corresponding bromides and iodides in good yields, with exceptional functional group tolerance. In this fundamentally useful reaction, the design and operation of the process is simple, the reaction is highly efficient, and the formation of stoichiometric waste products is minimized.