- Method for hydrogenolysis of halides
-
The invention discloses a method for hydrogenolysis of halides. The invention discloses a preparation method of a compound represented by a formula I. The preparation method comprises the following step: in a polar aprotic solvent, zinc, H2O and a compound represented by a formula II are subjected to a reaction as shown in the specification, wherein X is halogen; Y is -CHRR or R; hydrogenin H2O exists in the form of natural abundance or non-natural abundance. According to the preparation method, halide hydrogenolysis can be simply, conveniently and efficiently achieved through a simple and mild reaction system, and good functional group compatibility and substrate universality are achieved.
- -
-
Paragraph 0106; 0129-0132
(2021/01/11)
-
- Dehalogenative Deuteration of Unactivated Alkyl Halides Using D2O as the Deuterium Source
-
The general dehalogenation of alkyl halides with zinc using D2O or H2O as a deuterium or hydrogen donor has been developed. The method provides an efficient and economic protocol for deuterium-labeled derivatives with a wide substrate scope under mild reaction conditions. Mechanistic studies indicated that a radical process is involved for the formation of organozinc intermediates. The facile hydrolysis of the organozinc intermediates provides the driving force for this transformation.
- Xia, Aiyou,Xie, Xin,Hu, Xiaoping,Xu, Wei,Liu, Yuanhong
-
p. 13841 - 13857
(2019/10/17)
-
- Stereoretentive halogenations and azidations with titanium(IV) enabled by chelating leaving groups
-
Titaniumdoes it again! With the help of nucleophile-assisting leaving groups (NALGs), alkyl bromides, iodides, and, for the first time, azides are obtained from sulfonates withcomplete retention of configuration. Critical to the design of these new titanium(IV) reactions has been the use of NALGs which are thought to chelate the Lewis acid reagent in the transition state promoting an SNi-type mechanism. (Chemical Equation Presented)
- Lepore, Salvatore D.,Mondal, Deboprosad,Song, Ye Li,Bhunia, Anjan K.
-
supporting information; body text
p. 7511 - 7514
(2009/03/12)
-
- THE INVENTION OF NEW RADICAL CHAIN REACTIONS. PART VIII. RADICAL CHEMISTRY OF THIOHYDROXAMIC ESTERS; A NEW METHOD FOR THE GENERATION OF CARBON RADICALS FROM CARBOXYLIC ACIDS.
-
The aliphatic and alicyclic esters of N-hydroxy-pyridine-2-thione are readily reduced by tributylstannane in a radical chain reaction to furnish nor-alkanes.In the absence of the stannane a smooth decarboxylative rearrangement occurs to give 2-substituted thiopyridines.The radicals present in this reaction provoke with t-butylthiol an efficient radical reaction with formation of nor-alkane and 2-pyridyl-t-butyl disulphide.Similarly these carbon radicals can be captured by halogen atom transfer to give noralkyl chlorides, bromides and iodides.With oxygen in the presence of t-butylthiol the corresponding noralkyl hydroperoxides are formed in another radical chain reaction.
- Barton, Derek H. R.,Crich, David,Motherwell, William B.
-
p. 3901 - 3924
(2007/10/02)
-
- A NOVEL ONE STEP CONVERSION OF ALCOHOLS INTO ALKYL BROMIDES OR IODIDES
-
Alcohols are converted in high yields into alkyl bromides or iodides by a one step reaction with N,N'-carbonyldiimidazole and an excess of reactive halides such as allyl bromide or methyl iodide.KEYWORDS - alcohol; N,N'-carbonyldiimidazole; bromination; iodination; 1-alkoxycarbonylimidazole; 1-alkoxycarbonyl-3-substituted imidazolium salt; allyl bromide; methyl iodide
- Kamijo, Tetsuhide,Harada, Hiromu,Iizuka, Kinji
-
p. 4189 - 4192
(2007/10/02)
-
- A PRACTICAL ALTERNATIVE TO THE HUNSDIECKER REACTION
-
Carboxylic acid esters derived from N-hydroxy-pyridine-2-thione react with carbon tetrachloride, bromotrichloromethane or iodoform in a radical chain reaction to give the corresponding noralkyl chlorides, bromides or iodides in high yield.
- Barton, Derek H.R.,Crich, David,Motherwell, William B.
-
p. 4979 - 4982
(2007/10/02)
-