265299-13-6Relevant articles and documents
Novel organophosphorus scaffolds of urease inhibitors obtained by substitution of Morita-Baylis-Hillman adducts with phosphorus nucleophiles
Ntatsopoulos, Vassilis,Vassiliou, Stamatia,Macegoniuk, Katarzyna,Berlicki, ?ukasz,Mucha, Artur
supporting information, p. 107 - 120 (2017/04/07)
The reactivity of Morita-Baylis-Hillman allyl acetates was employed to introduce phosphorus-containing functionalities to the side chain of the cinnamic acid conjugated system by nucleophilic displacement. The proximity of two acidic groups, the carboxyla
New Efficient Synthesis of 2-Thioxo-2,3-dihydropyrimidin-4(1 H)-ones from Baylis-Hillman Adducts
Chen, Xiuhua,Zhong, Ying,Zhao, Zhigang,Huang, Gang
, p. 5371 - 5379 (2017/12/14)
Azides obtained from Baylis-Hillman adducts were treated with triphenylphosphine to give the corresponding iminophosphoranes, which reacted with carbon disulfide at 40 °C to produce isothiocyanates. The reaction of these isothiocyanates with primary amine
Synthesis, characterization and antimicrobial activity of some new Baylis-Hillman derived benzothiazolo pyrimidinone derivatives
Gampa, Raghavachary,Chebrolu, Lavanya Devi,Jarapula, Ravi,Vaidya, Jayathirtha Rao,Ghanakota, Venkateshwar Rao,Manda, Sarangapani
, p. 217 - 227 (2015/03/04)
A series of Baylis-Hillman derived 22 new benzothiazolo pyrimidinone derivatives have been synthesized from Baylis-Hillman acetates and 2-amino benzothiazole under neat conditions with high yields. All the newly synthesized compounds have been characteriz
Iodine-mediated intramolecular electrophilic aromatic cyclization in allylamines: A general route to synthesis of quinolines, pyrazolo[4,3-b] pyridines, and thieno[3,2-b]pyridines
Batchu, Harikrishna,Bhattacharyya, Soumya,Batra, Sanjay
supporting information, p. 6330 - 6333 (2013/02/23)
An unprecedented synthesis of aromatic ring annulated pyridines from suitably substituted primary allylamines via intramolecular electrophilic aromatic cyclization mediated by molecular iodine under mild conditions is described.
Application of primary allylamines from morita-baylis-hillman adducts: Cyanogen azide mediated synthesis of substituted 5-aminotetrazoles and their attempted transformation into tetrazolo[1,5-a]pyrimidinones
Nag, Somnath,Bhowmik, Subhendu,Gauniyal, Harsh M.,Batra, Sanjay
scheme or table, p. 4705 - 4712 (2010/10/19)
A general protocol for the synthesis of substituted 5-aminotetrazoles by treating cyanogen azide with primary allylamines afforded either by S N2 or SN2′ reactions of Morita- Baylis-Hillman acetates of acrylate has been developed. Th
A general approach to the synthesis of β2-amino acid derivatives via highly efficient catalytic asymmetric hydrogenation of α-aminomethylacrylates
Guo, Yujuan,Shao, Guang,Li, Lanning,Wu, Wenhao,Li, Ruihong,Li, Jingjing,Song, Jian,Qiu, Liqin,Prashad, Mahavir,Kwong, Fuk Yee
experimental part, p. 1539 - 1553 (2010/08/22)
A new strategy was developed for the synthesis of a valuable class of α-aminomethylacrylates via the Baylis-Hillman reaction of different aldehydes with methyl acrylate followed by acetylation of the resulting allylic alcohols and SN2′-type amination of the allylic acetates. Asymmetric hydrogenation of these diverse olefinic precursors using rhodium(Et-Duphos) catalysts provided the corresponding β2-amino acid derivatives with excellent enantioselectivities and exceedingly high reactivities (up to >99.5% ee and S/C=10,000). The first hydrogenation of (Z)-configurated substrates was studied for the synthesis of β2-amino acid derivatives. The high influence of the substrate geometry and steric hindrance on the reactivity and enantioselectivity was also disclosed for this reaction. This protocol provides a highly practical, facile and scalable method for the preparation of optically pure β2- amino acids and their derivatives under mild reaction conditions.
Synthesis of fluorinated glutamic acid derivatives via vinylalumination
Ramachandran, P. Veeraraghavan,Madhi, Sateesh,O'Donnell, Martin J.
, p. 78 - 83 (2008/03/13)
A variety of structural types of fluorinated allylic acetates, prepared by vinylalumination of fluorinated aldehydes, were reacted with the benzophenone imine of glycine tert-butyl ester to provide 4-(fluorobenzylidenyl)- and 4-(fluoroalkylidenyl) glutami
Studies on the reduction of the nitro group in 3-aryl-2-methylene-4-nitro-alkanoates afforded by the Baylis-Hillman adducts: synthesis of 4-aryl-3-methylene-2-pyrrolidinones and 3-(1-alkoxycarbonyl-vinyl)-1H-indole-2-carboxylates
Singh, Vijay,Kanojiya, Sanjeev,Batra, Sanjay
, p. 10100 - 10110 (2007/10/03)
The formation of substituted 2-pyrrolidinones and indoles by the reduction of the secondary nitro group in appropriate 3-aryl-2-methylene-4-nitroalkanoates afforded by Baylis-Hillman chemistry via different reducing agents is described. The 3-aryl-2-methy
Convenient synthesis of substituted α-methylene-δ- valerolactones in aqueous medium using Baylis-Hillman chemistry
Singh, Vijay,Batra, Sanjay
, p. 63 - 72 (2007/10/03)
A mild and convenient synthesis of substituted α-methylene-δ- valerolactones was achieved by SN2 nucleophilic substitution of the acetates of Baylis-Hillman adducts with acetyl acetone followed by one-pot saponification of the ester, reduction
Reaction of 2-formyl imidazole with intermediates from the Baylis- Hillman reaction
Drewes, Siegfried E.,Horn, Marion M.,Ramesar, Niyum
, p. 1045 - 1055 (2007/10/03)
The reaction of formyl imidazole (in the presence and absence of DABCO, and with either THF or methanol as solvent) with α-hydroxylaryl derivatives of methyl acrylate affords novel synthetic intermediates. By controlling the reaction conditions, either al