57124-76-2Relevant articles and documents
Efficient Multigram Approach to Acetylenes and CF3-ynones Starting from Dichloroalkenes Prepared by Catalytic Olefination Reaction (COR)
Muzalevskiy, Vasiliy M.,Sizova, Zoia A.,Diusenov, Arstan I.,Shastin, Alexey V.,Nenajdenko, Valentine G.
, p. 4161 - 4166 (2020/07/13)
A novel approach to terminal acetylenes based on catalytic olefination reaction COR of arylaldehydes to form dichloroalkenes followed by treatment with nBuLi was elaborated. This method is atom economical and displays high yields and effectivity. The corresponding alkynes can be prepared in up to 97 % yield. One pot procedure towards CF3-ynones was elaborated to provide these products in up to 87 % yield starting from dichloroalkenes.
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.
Suzuki-Miyaura cross-coupling of 1,1-dichloro-1-alkenes with 9-alkyl-9-BBN
Liron, Frederic,Fosse, Celine,Pernolet, Alban,Roulland, Emmanuel
, p. 2220 - 2223 (2007/10/03)
We addressed an unexplored application of the Suzuki-Miyaura protocol to the cross-coupling of 1,1-dichloro-1-alkenes with 9-alkyl-9-BBN. The use of bisphosphine ligands with a large P-Pd-P bite angle allowed us to synthesize Z-chlorinated internal alkenes in good yields resulting from a selective monocoupling process, a recurrent challenge with 1,1-dichloro-1-alkenes. Moreover, these monochlorinated olefins could be further transformed providing stereospecifically trisubstituted olefins.
Allylation and vinylation of aryl radicals generated from diazonium salts
Heinrich, Markus R.,Blank, Olga,Ullrich, Daniela,Kirschstein, Marcel
, p. 9609 - 9616 (2008/03/27)
(Chemical Equation Presented) Allylation and vinylation of aryl radicals generated from aryl diazonium salts provides rapid and efficient access to chlorinated and brominated derivatives of styrene and allylbenzene. Allyl chlorides were found to be better substrates than bromides due to decreased halogen transfer. Donor- and acceptor-substituted diazonium salts are well tolerated. The products represent important precursors for numerous further transformations.
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