18462-34-5Relevant academic research and scientific papers
2-arylvinylation of 1-methylindole by palladium-catalyzed cross-coupling reactions
Herz, Hans-Georg,Queiroz, Maria Joao R. P.,Maas, Gerhard
, p. 1013 - 1016 (1999)
Palladium-catalyzed cross-coupling of (1-methylindol-2-yl)zinc chloride (1) with 2-(bromoethenyl)arenes 2a-e provides 2-(2-arylethenyl)-1- methylindoles 3a-e in good yields. The alkenes (Z)-2b,c,e are coupled with retention of stereochemistry. With (Z)β-bromo-4-nitrostyrene [(Z)-2d], only (E)-3d is obtained whose structure has been confirmed by single-crystal X- ray diffraction.
cis-β-Bromostyrene derivatives from cinnamic acids via a tandem substitutive bromination-decarboxylation sequence
Tang, Khanh G.,Kent, Greggory T.,Erden, Ihsan,Wu, Weiming
, p. 3894 - 3896 (2017/09/15)
cis-β-Bromostyrene derivatives were synthesized stereospecifically from cinnamic acids through β-lactone intermediates. The synthetic sequence did not require the purification of the β-lactone intermediates although they were found to be stable and readily purified in most cases.
A Convenient Stereoselective Reduction of Gem-Dibromides with a Combination of Dimethyl Phosphite and Potassium Carbonate
Zhao, Yalei,Chen, Tieqiao,Wang, Xiang-Bo,Han, Li-Biao
, p. 1820 - 1827 (2015/12/12)
An efficient and highly stereoselective reduction of a gem-dibromocyclopropane to the corresponding monobromocyclopropane under mild reaction conditions was developed using a combination of dimethyl phosphite and potassium carbonate. This reaction provided a simple and practical way for the synthesis of the valuable monobromocyclopropanes and β-monobromoalkenes.
H-β-zeolite catalyzed synthesis of β-bromostyrenes from styrene bromohydrins
Pappula, Venkatanarayana,Donthiri, Ramachandra Reddy,Darapaneni, Chandra Mohan,Subbarayappa, Adimurthy
supporting information, p. 1793 - 1795 (2014/03/21)
Synthesis of β-bromostyrenes from styrene bromohydrins using H-β-zeolite as catalyst under moderate conditions is reported. The catalyst could be regenerated and reused up to three consecutive cycles.
Ionic liquid-promoted stereoselective synthesis of (Z)-vinyl bromides by [bmIm]OH under organic solvent-free conditions: A green approach
Ranu, Brindaban C.,Banerjee, Subhash,Gupta, Jhinuk
, p. 2869 - 2876 (2008/02/12)
A simple and easily accessible ionic liquid, 1-butyl-3-methylimidazolium hydroxide ([bmIm]OH), has been demonstrated as an efficient promoter and reaction medium for the highly stereoselective synthesis of (Z)-vinyl bromides by the debrominative decraboxylation of dibrominated α,β-unsaturated carboxylic acids in high yields. The reaction does not require either a conventional base or an organic solvent. Copyright Taylor & Francis Group, LLC.
Synthesis of (Z)-1-bromo-1-alkenes and terminal alkynes from anti-2,3-dibromoalkanoic acids by microwave-induced reaction
Kuang, Chunxiang,Yang, Qing,Senboku, Hisanori,Tokuda, Masao
, p. 4043 - 4052 (2007/10/03)
(Z)-1-Bromo-1-alkenes were stereoselectively prepared in high yields in a short reaction time by microwave irradiation of the corresponding anti-2,3-dibromoalkanoic acids in a Et3N/DMF system. A one-pot synthesis of terminal alkynes and enynes from 2,3-dibromoalkanoic acids were also developed by microwave-induced reaction.
Convenient and stereoselective synthesis of (Z)-1-bromo-1-alkenes by microwave-induced reaction
Kuang, Chunxiang,Senboku, Hisanori,Tokuda, Masao
, p. 3893 - 3896 (2007/10/03)
(Z)-1-Bromo-1-alkenes were stereoselectively prepared in high yields in a short reaction time (0.2-1.0 min) by microwave irradiation of the corresponding 2,3-dibromoalkanoic acids in DMF in the presence of triethylamine.
Synthesis of the Substituted Z-1-Bromo-1-alkenes and Arylacetylenes from 2,3-Dibromocarboxylic Acids
Matveeva,Erin,Kurz
, p. 1065 - 1067 (2007/10/03)
Stereoselectivity was studied of simultaneous debromination-decarboxylation of dibrominated cinnamic and acrylic acids. The best selectivity in formation of Z-vinyl bromides was achieved with the use of organic nitrogen bases. The 1-bromo-1-alkenes were converted into the corresponding acetylenes.
Choix des methodes pour la synthese univoque de carbures acetyleniques. Troisieme partie : Arylacetylenes et aryl-1 alcynes-1
Mesnard, Danielle,Bernadou, Francoise,Miginiac, Leone
, p. 3216 - 3245 (2007/10/02)
The range of applicability of six syntheses of pure alkynes with one aryl group has been defined; a short review of other possible procedures is included.We have specified the best method to obtain selectively the alkynes Ar-CCH and Ar-CC-R, according to the nature of the substituents of the aryl group and according to the developed structure of the R group.It is thus possible to recommend with the largest probability of success the method to obtain, in homogenous series, alkynes corresponding to still more complicated structures.
