115413-85-9Relevant academic research and scientific papers
Mechanochemical Oxidative Heck Coupling of Activated and Unactivated Alkenes: A Chemo-, Regio- and Stereo-Controlled Synthesis of Alkenylbenzenes
Yu, Jingbo,Shou, Haowen,Yu, Wangyang,Chen, Haodong,Su, Weike
, p. 5133 - 5139 (2019)
In this work, we present an efficient mechanochemical strategy for chemo-, regio- and stereo-selective oxidative Heck coupling of readily accessible arylboron reagents/heteroaromatics with cyclic and acyclic olefins. Mono- and bis-arylation were achieved without the need of ligands, directing groups or prefunctionalized alkenes, and the reaction chemo-selectivity could be controlled by tuning of the oxidative system. This protocol offers the synthesis of alkenylbenzenes in broad substrate scope, satisfactory yields and excellent selectivity even in the gram scale. (Figure presented.).
Preparation method of inactive alkene aryl compound
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Paragraph 0066; 0067, (2019/06/05)
The invention discloses a preparation method of an inactive alkene aryl compound. The preparation method comprises steps as follows: arylboronic acid and inactive alkene are taken as raw materials andsubjected to an oxidization Heck reaction with a mechan
Palladium-catalyzed cross-coupling of Baylis-Hillman acetate adducts with organosilanes
Kabalka, George W.,Dong, Gang,Venkataiah, Bollu,Chen, Chunlan
, p. 9207 - 9210 (2007/10/03)
A cross-coupling reaction between acetates of Baylis-Hillman adducts and organosilanes is described. A nonconventional solvent poly(ethylene glycol) (PEG) is used as the reaction medium.
SUBSTITUTION NUCLEOPHILE D'ACETATES DE CYCLENOLS ALLYLIQUES FONCTIONNELS PAR DES ORGANOMETALLIQUES EN PRESENCE DE SELS CUIVREUX. APPLICATION A UNE SYNTHESE RAPIDE DE LA (+/-) MITSUGASHIWALACTONE
Amri, Hassen,Rambaud, Monoque,Villieras, Jean
, p. 3535 - 3546 (2007/10/02)
Substitution of functional allylic cycloalkenol acetates by Grignard reagents (primary, secondary, tertiary-alkyl, vinyl, aryl) in the presence of a catalytic amount (2.5percent equivalent) of cuprous iodide at low temperature, gives high yields of various functional α-substituted cycloalkenes.The reaction can be applied to lithium enolates of esters and need no catalyst, but may be performed with HMPA as cosolvent.It is illustrated by a short (6 steps) and efficient total selective synthesis of (+/-)-mitsugashiwalactone from 2,5-dimethoxytetrahydrofuran with 33percent overall yield.
ALKYLATION D'ACETATES DE CYCLENOLS FONCTIONNELS (5 ET 6 CHAINONS) PAR LES REACTIFS DE GRIGNARD ET LES ENOLATES LITHIENS CATALYSEE (OU NON) PAR LES SELS DE CUIVRE (I). SYNTHESE RAPIDE DE LA (+/-) MITSUGASHIWALACTONE
Amri, H.,Villieras, J.
, p. 5521 - 5524 (2007/10/02)
Substitution of 1-ethoxycarbonyl n-hydroxycycloalkenes acetates and silyl ethers (n = 5, 6) by GRIGNARD reagents in the presence of cuprous salt as a catalyst or lithium ester enolates (without catalyst) gives rise to various 1-carbethoxy alkylcycloalkenes.It is applied to a new short stereoselective synthesis of (+/-) Mitsugashiwalactone (6 steps - 27percent global yield) from a succinaldehyde precursor.
