51117-51-2Relevant academic research and scientific papers
Substitution of benzylic hydroxyl groups with vinyl moieties using vinylboron dihalides
Kabalka, George W.,Yao, Min-Liang,Borella, Scott,Wu, Zhong-Zhi
, p. 2865 - 2867 (2005)
(Chemical Equation Presented) Substitution of benzylic hydroxyl groups with vinyl moieties using vinylboron dihalides has been achieved. The reaction provides a novel method for preparing stereodefined alkenyl halides.
Microwave-Assisted Condensation of Benzylic Alcohols and Alkynes Promoted by Zinc Halides: Concise Access to Alkenyl Halides
Goel, Komal,Nandi, Poulomi,Satyanarayana, Gedu,Sreenivasulu, Chinnabattigalla
supporting information, p. 4851 - 4860 (2021/11/17)
A simple Lewis acid-mediated route for the synthesis of alkenyl halides are described under microwave-assisted conditions. The reaction proceeds through the condensation between secondary alcohols and terminal acetylenes and regioselective hydrohalogenati
Fe powder catalyzed highly efficient synthesis of alkenyl halides via direct coupling of alcohols and alkynes with aqueous HX as exogenous halide sources
Yang, Yong-Rong,Zhang, Qiang,Du, Feng-Tian,Ji, Jian-Xin
supporting information, p. 4304 - 4311 (2015/06/08)
A simple and efficient catalytic method for the synthesis of alkenyl halides via direct coupling of alcohols and alkynes using aqueous HX (X=Cl, Br) as halide sources has been developed under mild conditions in the presence of Fe powder (1 mol %). In comp
Stereo-selective synthesis of cis-alkenes/halo-alkenes by reaction of diphenylmethane with ethynylbenzenes via sp3 C-H bond activation promoted by iron salts
Yang, Jianguo,Chen, Di,Bao, Weiliang
supporting information; experimental part, p. 3984 - 3989 (2012/08/27)
A stereo-selective reaction for the synthesis of cis-alkenes/halo-alkenes from diphenylmethane and ethynylbenzenes was developed in the presence of iron(III) bromide or chloride. Alkenyl bromides/chlorides were obtained in comparatively good yields in chlorobenzene under mild reaction conditions.
FeX3-promoted intermolecular addition of benzylic alcohols to aromatic alkynes: A mild and efficient strategy for the synthesis of alkenyl halides
Ren, Kai,Wang, Min,Wang, Lei
experimental part, p. 565 - 571 (2010/04/28)
A convenient, effective, mild and simple strategy has been developed for the synthesis of alkenyl halides by the intermolecular addition of benzylic alcohols to aromatic alkynes. The reactions were carried out in the presence of iron(III) bromide or chloride in 1, 2-dibromoethane without additives in air at room temperature. Alkenyl bromides and chlorides were obtained with high regio- and stereoselectivity (E/Z up to 99:1) in good-to-excellent yields in 0.5-1 h under mild reaction conditions.
An efficient and mild iron-mediated synthesis of alkenyl halides via direct C-C bond formation of benzyl alcohols and aryl alkynes
Liu, Zhong-Quan,Wang, Jianguo,Han, Jie,Zhao, Yankai,Zhou, Bo
experimental part, p. 1240 - 1242 (2009/05/27)
This work demonstrated an efficient and mild method for preparing various substituted alkenyl halides via direct C-C bond formation of benzyl alcohols and aryl alkynes in CH2Cl2 at 50 °C by using 50 mol % of FeCl3·6H2
New and efficient iron halide mediated synthesis of alkenyl halides through coupling of alkynes and alcohols
Biswas, Srijit,Maiti, Sukhendu,Jana, Umasish
supporting information; experimental part, p. 2354 - 2359 (2009/09/05)
A novel, simple, and straightforward one-pot reaction of alkynes with various alcohols in the presence of iron salts (FeCl3 and FeBr 3) was described to yield the corresponding alkenyl halides with complete regioselectivity and high
Titanium(IV) halide mediated coupling of alkoxides and alkynes: An efficient and stereoselective route to trisubstituted (E)-alkenyl halides
Yao, Min-Liang,Quick, Travis R.,Wu, Zhongzhi,Quinn, Michael P.,Kabalka, George W.
supporting information; experimental part, p. 2647 - 2649 (2009/10/02)
Alkoxide C - 0 bond cleavage occurs readily at room temperature in the presence of titanium(IV) halide. Capture of the resultant carbocation by alkynes provides an efficient route to trisubstituted (E)-alkenyl halides with high stereoselectivity.
Boron trihalide mediated substitution of hydroxyl groups with alkenyl, alkynyl, and allyl moieties
Kabalka, George,Borella, Scott,Yao, Min-Liang
, p. 325 - 329 (2008/12/21)
The coupling of alcohols with alkenyl- and alkynylboron dihalides with high olefin stereoselectivity is described. The reaction provides a facile route to internal acetylenes. Notably, the allylation of propargylic alcohols mediated by boron trichloride p
Comparison of the Nucleophilicities of Alkynes and Alkenes. Quantitative Determination of the Nucleophilicities of Alkynes toward Carbenium Ions
Mayr, Herbert,Gonzalez, Jose L.,Luedtke, Kerstin
, p. 525 - 532 (2007/10/02)
Relative reactivities of alkenes and alkynes toward diarylmethyl cations have been determined by direct rate measurements and by competition experiments in dichloromethane.At -70 deg C alkynes are found to be one to two orders of magnitude less reactive t
