3480-90-8Relevant academic research and scientific papers
Ni-Catalyzed Reductive Allylation of α-Chloroboronates to Access Homoallylic Boronates
Lou, Yixian,Qiu, Jian,Yang, Kai,Zhang, Feng,Wang, Chenglan,Song, Qiuling
supporting information, p. 4564 - 4569 (2021/06/28)
The transition-metal-catalyzed allylation reaction is an efficient strategy for the construction of new carbon-carbon bonds alongside allyl or homoallylic functionalization. Herein we describe a Ni-catalyzed reductive allylation of α-chloroboronates to efficiently render the corresponding homoallylic boronates, which could be readily converted into valuable homoallylic alcohols or amines or 1,4-diboronates. This reaction features a broad substrate scope with good functional group compatibility that is complementary to the existing methods for the preparation of homoallylic boronates.
Direct Decarboxylative Allylation and Arylation of Aliphatic Carboxylic Acids Using Flavin-Mediated Photoredox Catalysis
Ramirez, Nieves P.,Lana-Villarreal, Teresa,Gonzalez-Gomez, Jose C.
supporting information, p. 1539 - 1550 (2019/08/07)
We describe herein a direct decarboxylative allylation of aliphatic carboxylic acids with allylsulfones using visible light and riboflavin tetraacetate (RFTA) as photocatalyst. The reaction proceeds at room temperature tolerating a wide range of functiona
Photoredox-Coupled F-Nucleophilic Addition: Allylation of gem-Difluoroalkenes
Liu, Haidong,Ge, Liang,Wang, Ding-Xing,Chen, Nan,Feng, Chao
supporting information, p. 3918 - 3922 (2019/02/19)
A novel strategy for the expedient construction of CF3-embeded tertiary/quarternary carbon centers was developed by taking advantage of photoredox catalysis. Thanks to a key step of single-electron oxidation, electron-rich gem-difluoroalkenes, which otherwise are essentially reluctant towards F-nucleoplilic addition, now readily participate in this fluoroallylation reaction. Furthermore, this strategy provides an elegant example for the generation, as well as functionalization, of α-CF3-substituted benzylic radical intermediates using cheap and readily available starting materials.
Synthesis, Structure, and Chemical Transformations of 2-Chloroprop-2-en-1-yl Sulfones
Nikonova,Kaliev,Borodina,Smirnov,Rozentsveig,Korchevin
, p. 1912 - 1917 (2020/01/31)
A green approach was proposed for the synthesis of 2-chloroprop-2-en-1-yl sulfones in 47–94% yield. The molecular and crystal structures of 2-chloroprop-2-en-1-yl phenyl sulfone and 2-chloroprop-2-en-1-yl methyl sulfone were determined by X-ray analysis.
Catalytic Enantioselective Synthesis of Halocyclopropanes
Pons, Amandine,Ivashkin, Pavel,Poisson, Thomas,Charette, André B.,Pannecoucke, Xavier,Jubault, Philippe
supporting information, p. 6239 - 6242 (2016/05/02)
A catalytic asymmetric synthesis of halocyclopropanes is described. The developed method is based on a carbenoid cyclopropanation of 2-haloalkenes with tert-butyl α-cyano-α-diazoacetate using a chiral rhodium catalyst that permits access to a broad range
Reactions of a Glycidyl Radical Equivalent with 2-Functionalised Allyl Stannates
Baldwin, Jack S.,Adlington, Robert M.,Lowe, Christopher,O'Neil, Ian A.,Sanders, Gillian L.,et al.
, p. 1030 - 1031 (2007/10/02)
Reaction of 2-bromo-N-benzoylglycine methyl ester with 2-functionalised allyl stannane reagents under radical conditions provides a new route to α-alkylated amino acids in good yield, as exemplified by the facile synthesis of 4-methylene glutamate.
Base-promoted Reaction of a Hydrazonyl Chloride with 1-Phenylsulphonylpropyne
Bruche, Luca,Zecchi,Gaetano
, p. 1705 - 1706 (2007/10/02)
Treatment of methyl 2-chloro-2-phenylhydrazonoacetate (1) with 1-phenylsulphonylpropyne (3) in the presence of triethylamine gives pyrazole derivatives due to cycloadditions of a nitrile imine intermediate with 3 and with its rearranged product phenylsulp
