203111-49-3Relevant articles and documents
Titanium(IV) chloride and oxy-compounds promoted Baylis-Hillman reaction
Shi, Min,Jiang, Jian-Kang,Cui, Shi-Cong
, p. 7343 - 7347 (2001)
The Baylis-Hillman reaction of aryl aldehydes with α,β-unsaturated ketones in the presence of titanium(IV) chloride can be promoted by oxy-compounds at room temperature, although they are not as effective as amines, chalcogenides, or quaternary ammonium salts. The oxy-compounds can be simple alcohols, ethers, and ketones. For aryl aldehydes having a strong electron-withdrawing group on the phenyl ring such as nitrobenzaldehyde or p-trifluoromethylbenzaldehyde, the chlorinated compound 1 is obtained as the major product. However, for other aryl aldehydes, the elimination compound 3 was formed predominantly. We also found that TiCl4·2THF or TiCl4·2Et2O complex is very effective for this reaction to give the chlorinated products in high yields at low temperature. A plausible mechanism is proposed.
Amendment in titanium(IV) chloride and chalcogenide-promoted Baylis- Hillman reaction of aldehydes with α,β-unsaturated ketones
Shi, Min,Jiang, Jian-Kang
, p. 4793 - 4797 (2000)
The Baylis-Hillman reaction can be drastically affected by the reaction temperature and Lewis base. When the reaction was carried out at -20°C using methyl sulfide as a Lewis base in the presence of titanium(IV) chloride, the chlorinated compound 1 was
The crystallographic structure of 4-hydroxy-3-methylene-4-(p-nitrophenyl)butan-2-one
Shi, Min,Jiang, Jian-Kang
, p. 1295 - 1297 (1999)
The crystallographic structure of 4-hydroxy-3-methylene-4-(p-nitrophenyl)butan-2-one 1 is disclosed by x-ray analysis. It crystallized in the space group C2/c (#15) with a = 19.958(4), b = 10.486(3), c = 15.009(3) A, β = 137.553(6)°, V = 2120.0(9)A°3
A 2D Coordination Network That Detects Nitro Explosives in Water, Catalyzes Baylis-Hillman Reactions, and Undergoes Unusual 2D→3D Single-Crystal to Single-Crystal Transformation
Sharma, Vivekanand,De, Dinesh,Pal, Sanchari,Saha, Prithwidip,Bharadwaj, Parimal K.
, p. 8847 - 8855 (2017)
The solvothermal reaction of Zn(NO3)2·6H2O and a linear dicarboxylate ligand H2L, in the presence of urotropine in N,N′-dimethylformamide (DMF), gives rise to a new porous two-dimensional (2D) coordination netwo
Heterogeneous Baylis-Hillman using a polystyrene-bound 4-(N-benzyl-N- methylamino)pyridine as reusable catalyst
Corma, Avelino,Garcia, Hermenegildo,Leyva, Antonio
, p. 2806 - 2807 (2003)
An insoluble Merrifield type resin having 4-aminopyridine units is a suitable and reusable heterogeneous catalyst for the Baylis-Hillman coupling of aromatic aldehydes and α,β-unsaturated ketones.
Amine and titanium (IV) chloride, boron (III) chloride or zirconium (IV) chloride-promoted Baylis-Hillman reactions
Shi, Min,Jiang, Jian-Kang,Cui, Shi-Cong
, p. 852 - 868 (2001)
The Baylis-Hillman reactions of various aryl aldehydes with methyl vinyl ketone at temperatures below -20°C using Lewis acids such as titanium (IV) chloride, boron (III) chloride or zirconium (IV) chloride in the presence of a catalytic amount of selected
Accelerating the optimization of enzyme-catalyzed synthesis conditionsviamachine learning and reactivity descriptors
Liang, Jinhu,Liu, Dongchang,Wan, Zhongyu,Wang, Quan-De
supporting information, p. 6267 - 6273 (2021/07/28)
Enzyme-catalyzed synthesis reactions are of crucial importance for a wide range of applications. An accurate and rapid selection of optimal synthesis conditions is crucial and challenging for both human knowledge and computer predictions. In this work, a
Facile synthesis of biarylmethanes and tetrasubstituted arenes: Via a base-mediated [3 + 3] benzannulation reaction of Morita-Baylis-Hillman adducts and unsaturated sulfones
Yadav, Deepak,Sharma, Sunil K.,Menon, Rajeev S.
, p. 4073 - 4076 (2019/04/30)
A facile DBU-mediated [3 + 3] benzannulation reaction of 1,3-bis-sulfonyl propenes and Morita-Baylis-Hillman (MBH) bromides is described. The benzannulation reaction afforded bis-sulfonyl biarylmethanes/arenes with complete regioselectivity. The products