29443-55-8Relevant academic research and scientific papers
Synthesis of Unsymmetrical 1,4-Dicarbonyl Compounds by Photocatalytic Oxidative Radical Additions
Dong, Ya,Li, Ruining,Zhou, Junliang,Sun, Zhankui
supporting information, p. 6387 - 6390 (2021/08/23)
Herein we report a photocatalytic oxidative radical addition reaction for the synthesis of unsymmetrical 1,4-dicarbonyl compounds. This reaction utilizes a desulfurization process to generate electrophilic radicals, which add to α-halogenated alkenes and undergo further oxidation to deliver 1,4-dicarbonyl compounds. This mild and highly efficient method provides a valuable alternative to known strategies.
Highly regioselective hydroiodination of terminal alkynes and silylalkynes with iodine and phosphorus reagents leading to internal iodoalkenes
Kawaguchi, Shin-Ichi,Masuno, Haruna,Sonoda, Motohiro,Nomoto, Akihiro,Ogawa, Akiya
, p. 9818 - 9825 (2012/11/07)
Markovnikov-type hydroiodination of terminal alkynes with iodine and Ph2P(O)H took place selectively to afford the corresponding internal iodoalkenes in good yields. Combination of (PhO)2P(O)H and Ph 2P(O)OH instead of Ph2P(O)H also provided internal iodoalkenes in excellent yields. This hydroiodination is advantageous in terms of mild conditions, convenient operation, and tolerance to various functional groups. In addition, direct synthesis of internal iodoalkenes from silylalkynes was also achieved by using a mixed system of iodine and phosphorus reagents.
Exploiting the enantioselectivity of Baeyer-Villiger monooxygenases via boron oxidation
Brondani, Patricia B.,Dudek, Hanna,Reis, Joel S.,Fraaije, Marco W.,Andrade, Leandro H.
scheme or table, p. 703 - 708 (2012/09/21)
The enantioselective carbon-boron bond oxidation of several chiral boron-containing compounds by Baeyer-Villiger monooxygenases was evaluated. PAMO and M446G PAMO conveniently oxidized 1-phenylethyl boronate into the corresponding 1-(phenyl)ethanol (ee = 82-91%). Cyclopropyl boronic esters were also oxidized but with no enantioselectivity. β-Boryl carboxylic esters were not oxidized by any BVMOs.
One-step synthesis of (1-iodovinyl) arenes from trimethylsilyl ethynylarene through iodotrimethylsilane-mediated hydroiodation
Sato, Akihiro H.,Mihara, Shigenori,Iwasawa, Tetsuo
experimental part, p. 3585 - 3589 (2012/09/10)
One-step access to (1-iodovinyl) arenes from trimethylsilyl ethynylarenes is described. The method is superior to a conventional multi-step approach, and is enhanced by the Sonogashira reaction that provides ready access to a variety of trimethylsilyl ethynylarenes.
Highly selective hydroiodation of alkynes using an iodine-hydrophosphine binary system
Kawaguchi, Shin-Ichi,Ogawa, Akiya
supporting information; experimental part, p. 1893 - 1895 (2010/06/21)
Figure presented A novel hydroiodation of alkynes (1) using an iodine/hydrophosphine binary system takes place regioselectively to provide the corresponding Markovnikov-type adducts (2) in good yield. This hydroiodation is advantageous in terms of mild conditions, convenient operation, and tolerance to various functional groups.
