65085-92-9Relevant academic research and scientific papers
A Robust One-Step Approach to Ynamides
Tu, Yongliang,Zeng, Xianzhu,Wang, Hui,Zhao, Junfeng
supporting information, p. 280 - 283 (2018/01/17)
A robust one-step synthetic strategy for ynamide with cheap and easily available stock chemicals vinyl dichlorides and electron deficient amides as the starting material is described. In the absence of transition-metal catalyst, the reaction proceeds under mild reaction conditions in open air and thus rendering a convenient operation. This strategy is not only suitable for both terminal and internal ynamide synthesis but also amenable for large-scale preparation. Broad substrate scopes with respect to vinyl dichloride as well as electron-deficient amide were observed.
β-(Carbonatoxy)alkyl radicals: A new subset of β-(ester)alkyl radical fragmentation during copper(I)-mediated synthesis of 1,1-dichloro-1-alkenes
Ram, Ram N.,Tittal, Ram K.
supporting information, p. 4342 - 4345 (2014/07/22)
A new subset of β-(ester)alkyl radicals is presented. It is the first study on the chemistry of β-(alkoxycarbonyloxy)alkyl radicals that fill the gap in the spectrum of the migrating groups in β-(ester)alkyl radical reactions. The change from less nucleofugal (acetate) group to the more nucleofugal (carbonate) group in the spectrum of the migrating group changed the reaction path from rearrangement to fragmentation. This approach has been used for the synthesis of 1,1-dichloroalkenes in high yields. The formation of dichloroalkenes was accounted by the involvement of alkene radical cation and carbonate anion pair (a CIP) as a result of heterolysis of the CO bond of the carbonate at the β-position of the β-(alkoxycarbonyloxy)alkyl radical. The alkene radical cation was trapped by nucleophilic reaction with MeOH to form methyl ester.
Conversion of aromatic aldehydes into 1-aryl-2,2-dichloroethenes
Nenajdenko,Shastin,Korotchenko,Balenkova
, p. 1047 - 1050 (2007/10/03)
A new general one-pot preparative method for the synthesis of 1-aryl(hetaryl)-2,2-dichloroethenes from aldehydes was developed. The method involves successive conversions of the latter into hydrazones followed by treatment with carbon tetrachloride in the
A novel synthetic approach to dichlorostyrenes
Shastin,Korotchenko,Nenajdenko,Balenkova
, p. 6557 - 6563 (2007/10/03)
We found that N-unsubstituted hydrazones of aromatic aldehydes can be easily converted to the corresponding 1,1-dichlorostyrenes in the reaction with carbon tetrachloride using copper (I) chloride as catalyst. Factors affecting the route of the reaction and yields of the products were investigated. A proposed mechanism for the reaction is discussed. (C) 2000 Published by Elsevier Science Ltd.
