86769-68-8Relevant academic research and scientific papers
Silver Salt-Mediated Allylation Reactions Using Allyl Bromides
Xiong, Xiaodong,Wong, Jonathan,Yeung, Ying-Yeung
supporting information, p. 6974 - 6982 (2021/05/06)
A facile, efficient, and chemoselective synthesis of allylic amides has been developed. Allyl bromides were used as the precursors activated by silver triflate. A Ritter-type reaction readily proceeded to give various allyl amides under mild conditions. The reaction protocol was also applicable to different nucleophilic partners to give a wide range of allyl-substituted products in the absence of a base.
Indium-catalyzed coupling reaction between silyl enolates and alkyl chlorides or alkyl ethers
Nishimoto, Yoshihiro,Saito, Takahiro,Yasuda, Makoto,Baba, Akio
experimental part, p. 5462 - 5471 (2009/12/01)
The coupling reactions of alkyl chlorides with silyl enolates catalyzed by InBr3, and the coupling reactions of alkyl ethers with silyl enolates catalyzed by the combined Lewis acid of InBr3/Me3SiBr are described. In both reaction systems, various types of silyl enolates were used to give corresponding α-alkylated esters, ketones, carboxylic acids, amides, thioesters, and aldehydes.
Coupling reaction of alkyl chlorides with silyl enolates catalyzed by indium trihalide
Nishimoto, Yoshihiro,Yasuda, Makoto,Baba, Akio
, p. 4931 - 4934 (2008/03/27)
Indium(III) halide catalyzed not only the coupling of alkyl chlorides with silyl enolates derived from esters, ketones, and aldehydes to give a variety of α-alkylated carbonyl compounds but also one-pot, three-component reactions of aldehyde enolate, alkyl chloride, and allylsilane or alkynylsilane.
Molybdenum(II)- and tungsten(II)-catalyzed allylic substitution
Malkov, Andrei V.,Baxendale, Ian R.,Dvorak, Dalimil,Mansfield, Darren J.,Kocovsky, Pavel
, p. 2737 - 2750 (2007/10/03)
The molybdenum(II) complexes Mo(CO)5(OTf)2 (7a), [Mo(CO)4Br2]2 (8a), their tungsten(II) congeners 7b and 8b, and bimetallic complex Mo(CO)3(MeCN)2(SnCl3)Cl (9a) have been found to catalyze the C-C bond-forming allylic substitution with silyl enol ethers derived from β-dicarbonyls (e.g., 16 + 30 → 46) or from simple ketones (e.g., 16 + 32 → 50), aldehydes, and esters as nucleophiles under mild conditions (room temperature, 1-2 h). Methanol, as a prototype oxygen nucleophile, reacts in a similar fashion (e.g., 16 + MeOH → 43). Mechanistic and stereochemical experiments are indicative of Lewis-acid catalysis rather than a metal template-controlled process.
O-SILYLATED ENOLATES IN ORGANIC SYNTHESIS: SULPHUR-MEDIATED ALKYLATION OF ESTERS WITH ALKENES.
Patel, Shailesh K.,Paterson, Ian
, p. 1315 - 1318 (2007/10/02)
O-Silylated ester enolates can be alkylated, under ZnBr2-catalysis, by the PhSCl-adducts of mono- and di-substituted alkenes to give γ-phenylthioesters, from which sulphur can be removed both reductively and oxidatively.This alkene carbosulphenylation rea
