71964-06-2Relevant academic research and scientific papers
CONVENIENT METHODS FOR THE PREPARATION OF VINYLIC AND ALLYLIC SULFONES FROM ALKENES
Inomata, Katsuhiko,Kobayashi, Toshifumi,Sasaoka, Shin-ichi,Kinoshita, Hideki,Kotake, Hiroshi
, p. 289 - 292 (1986)
1 or 2-p-Toluenesulfonyl(=tosyl)-1-alkenes were regioselectively prepared from 1-alkenes via iodosulfonization or sulfonylmercuration, respectively.Conversion of 1-tosyl-1-alkenes to the corresponding allylic sulfones, 1-tosyl-2-alkenes, was achieved by t
Silver-promoted synthesis of vinyl sulfones from vinyl bromides and sulfonyl hydrazides in water
Zhang, Ge,Fu, Jian-Guo,Zhao, Qian,Zhang, Gui-Shan,Li, Meng-Yao,Feng, Chen-Guo,Lin, Guo-Qiang
supporting information, p. 4688 - 4691 (2020/05/22)
The synthesis of vinyl sulfones via silver-promoted cross-coupling of vinyl bromides with sulfonyl hydrazides was realized. Water was used as the sole solvent. Multisubstituted vinyl sulfones were easily prepared with excellent alkyl group tolerance. A mechanism involving nucleophilic attack of a sulfinate anion was proposed.
Coupling reaction of magnesium alkylidene carbenoids with α-sulfonylallyllithiums: An efficient route to multi-substituted vinylallenes
Kimura, Tsutomu,Kobayashi, Gen,Ishigaki, Masashi,Inumaru, Mio,Sakurada, Jo,Satoh, Tsuyoshi
, p. 3623 - 3632 (2013/02/23)
A variety of vinylallenes were successfully synthesized from 1-chlorovinyl p-tolyl sulfoxides and allyl or vinyl sulfones. Allyl and vinyl sulfones served as α-sulfonylallyllithium sources were prepared from carbonyl compounds in three or four steps in good overall yields. The coupling reaction of α-sulfonylallyllithiums with magnesium alkylidene carbenoids, which were generated from 1-chlorovinyl p-tolyl sulfoxides and isopropylmagnesium chloride, afforded multi-substituted vinylallenes in up to 88% yield. Georg Thieme Verlag KG Stuttgart · New York.
Convenient Methods for the Preparation of Vinylic and Allylic Sulfones from Alkenes, Haloalkanes, and Aldehydes. Stereochemistry of the Conversion of Vinylic Sulfones to the Corresponding Allylic Sulfones
Inomata, Katsuhiko,Sasaoka, Shin-ichi,Kobayashi, Toshifumi,Tanaka, Yuhji,Igarashi, Susumu,et al.
, p. 1767 - 1780 (2007/10/02)
1- or 2-p-Tolylsulfonyl(=tosyl)-1-alkenes, vinylic sulfones, were regioselectively prepared from 1-alkenes via iodosulfonization or sulfonylmercuration and also from 1-haloalkanes by the homologation or unhomologation methods.The vinylic sulfones thus prepared were further converted to the corresponding allylic sulfones under basic conditions.The stereochemistry of this conversion was discussed.One-carbon homologated allylic sulfones were directly obtained from aldehydes in good yields by the reaction with diethyl phenylsulfonylmethylphosphonate and 1,8-diazabicycloundec-7-ene (DBU) under mild conditions.
A CONVENIENT METHOD FOR THE PREPARATION OF α-ALKYLATED VINYLIC SULFONES AND THEIR CONVERSION TO ALLYLIC SULFONES
Inomata, Katsuhiko,Tanaka, Yuhji,Sasaoka, Shin-ichi,Kinoshita, Hideki,Kotake, Hiroshi
, p. 341 - 344 (2007/10/02)
2-Pyrrolidinoalkyl p-tolyl sulfones, which were readily available by the addition of pyrrolidine to vinylic or allylic sulfones, were converted to the corresponding α-alkylated vinylic sulfones through α-alkylation followed by elimination of pyrrolidino g
A New Olefin Synthesis. Synchronous Elimination of Nitro and Ester Groups or Nitro and Keto Groups from β-Nitro Esters or β-Nitro Ketones
Ono, Noboru,Tamura, Rui,Eto, Hiromichi,Hamamoto, Isami,Nakatsuka, Tamon,et al.
, p. 3678 - 3684 (2007/10/02)
A new synthesis of α,β-unsaturated nitriles (13), esters (14), ketones (15), or sulfones (16) 1R2C=CR3Y, Y = CN (13), Y = COOEt (14), Y = C(=O)R (15), Y = SO2R (16)> starting from α-bromonitroalkanes (1) or α-chloronitro
Copper-Catalyzed Additions of Sulfonyl Iodides to Simple and Cyclic Alkenes
Liu, Lilian Kao,Chi, Y.,Jen, Kwan-Yue
, p. 406 - 410 (2007/10/02)
A convenient synthesis for various β-iodo sulfones has been developed.The reaction involves additions of alkane- and arenesulfonyl iodides to simple and cyclic alkenes under the catalytic action of copper(II) chloride.The favored stereochemical results for cyclic alkenes have been rationalized in terms of stepwise addition of both portions of the addend from the diaxial direction.
Substitution and Elimination Reactions via One Electron Transfer Process. A New Olefin Synthesis from β-Nitro Sulfones
Ono, Noboru,Tamura, Rui,Nakatsuka, Tamon,Hayami, Jun-ichi,Kaji, Aritsune
, p. 3295 - 3300 (2007/10/02)
gem-Bromonitro compounds or gem-dinitro compounds couple with carbanions derived from α-cyano sulfones or α-carbonyl sulfones to give β-nitro sulfones.The nitro and sulfonyl groups are eliminated from the coupling products on treatment with reductive one electron transfer reagents to give α,β-unsaturated carbonyl compounds or nitriles.
