6065-69-6Relevant articles and documents
Photoinduced Deaminative Borylation of Alkylamines
Wu, Jingjing,He, Lin,Noble, Adam,Aggarwal, Varinder K.
supporting information, p. 10700 - 10704 (2018/09/06)
An operationally simple deaminative borylation reaction of primary alkylamines has been developed. The formation of electron-donor-acceptor complexes between N-alkylpyridinium salts and bis(catecholato)diboron enables photoinduced single-electron transfer and fragmentation to carbon-centered radicals, which are subsequently borylated. The mild conditions allow a diverse range of readily available alkylamines to be efficiently converted into synthetically valuable alkylboronic esters under catalyst-free conditions.
Reactions of difluorocarbene with organozinc reagents
Levin, Vitalij V.,Zemtsov, Artem A.,Struchkova, Marina I.,Dilman, Alexander D.
supporting information, p. 917 - 919 (2013/03/28)
Reactions of difluorocarbene with benzyl and alkylzinc halides leading to fluorinated organozinc species have been described. The generated α-difluorinated organozinc reagents are reasonably stable in solution and can be quenched with external electrophiles (iodine, bromine, proton), affording compounds containing the CF2 fragment.
Indium-catalyzed radical reductions of organic halides with hydrosilanes
Miura, Katsukiyo,Tomita, Mitsuru,Yamada, Yusuke,Hosomi, Akira
, p. 787 - 792 (2007/10/03)
(Equation Presented) The In(OAc)3-catalyzed reaction of bromo- and iodoalkanes with PhSiH3 in THF at 70°C gave dehalogenated alkanes in good to high yields. In the presence of Et3B and air, the reduction proceeded smoothly at 30°C. When 2,6-lutidine and air were used as additives, the In(OAc)3-catalyzed system enabled an efficient reduction of simple and functionalized iodoalkanes in EtOH. Catalytic use of GaCl3 was found to be effective in the reduction of haloalkanes with poly(methylhydrosiloxane) (PMHS). These catalytic reductions probably involve a radical chain mechanism in which indium or gallium hydride species work as the actual reductants.