2048-32-0Relevant articles and documents
Preparation of new 2,3-diphenylpropenoic acid esters - Good yields even for the more hindered Z isomers
Boros, Laszlo,Felfoeldi, Karoly,Palinko, Istvan
, p. 256 - 263 (2004)
The potassium salt of E- and Z-2,3-diphenylpropenoic acids prepaxed in situ could be esterified efficiently in DMSO with the appropriate alkyl halides at room temperature. In this way 10 previously undescribed esters of these acids were synthesised and characterised. Excellent yields were observed for most of the E isomers and the more hindered Z esters were also obtained in good yields, far better than those obtained applying the classical acid-catalysed esterification reaction.
Palladium-catalyzed cross-coupling reaction of sulfoxonium ylides and benzyl bromides by carbene migratory insertion
Yan, Kaichuan,He, Maoyao,Li, Jianglian,He, Hua,Lai, Ruizhi,Luo, Yi,Guo, Li,Wu, Yong
supporting information, p. 14287 - 14290 (2020/11/24)
A palladium-catalyzed cross-coupling reaction of sulfoxonium ylides and benzyl bromides has been developed, which has potential safety advantages over previous carbene coupling reactions using either diazo compounds or their in situ precursors. This reaction affords polysubstituted olefins, and features good substrate tolerance and is suitable for late-stage modification of biologically active molecules. Pd-carbene migratory insertion is supposed to be involved in this coupling reaction.
Decarboxylative olefination of potassium benzoates via bimetallic catalysis strategy
Khalaj, Mehdi,Ghazanfarpour-Darjani, Majid,Taheri, Saeed,Sedaghat, Sajjad,Hoseyni, Seyed Jalal
, p. 2013 - 2019 (2018/09/25)
Abstract: A novel synthesis of styrene derivatives through decaroxylative olefination of potassium benzoates with alkynes using Pd2dba3/CuBr as catalyst system has been developed. The protocol proceeded smoothly and in most cases Z-alkene was the main product. Electron-rich potassium benzoates reacted more efficiently than those of electron-deficient substrates. Heteroaromatic and electron-deficient aryl alkynes were not consistent with this transformation. Graphical abstract: [Figure not available: see fulltext.].
Employing Water as the Hydride Source in Synthesis: A Case Study of Diboron Mediated Alkyne Hydroarylation
Rao, Santhosh,Joy, M. Nibin,Prabhu, Kandikere Ramaiah
, p. 13707 - 13715 (2018/11/30)
We present an approach to utilize water as the hydride source via Pd(II)/Pd(0) catalysis. As a case study, we have achieved a diboron mediated Pd(II)-catalyzed hydroarylation of alkynes using arylboronic acids. This approach not only complements conventional reactivity of Pd via Pd(0)/Pd(II) cycle for the hydroarylation but also utilizes water as the hydride source. We believe this would particularly be beneficial in utilizing water as a reagent.
Proline-based P,O ligand/iridium complexes as highly selective catalysts: Asymmetric hydrogenation of trisubstituted alkenes
Rageot, Denise,Woodmansee, David H.,Pugin, Benoet,Pfaltz, Andreas
supporting information; experimental part, p. 9598 - 9601 (2011/12/05)
P,O joins the mix: P,O ligands (L1) form efficient iridium catalysts for the asymmetric hydrogenation of olefins. The proline-derived ligands lead to high enantioselectivities with several classes of alkenes, most notably with α,β-unsaturated carboxylic e
Novel stereoselective synthesis of (Z)-α,β-unsaturated esters by hydrostannylation-Stille tandem reaction of alkynyl esters with aryl iodides
Li, Jianying,Yu, Yan,Cheng, Mingzhu,Cai, Mingzhong
, p. 637 - 639,3 (2020/07/30)
(Z)-α,β-Unsaturated esters can be stereoselectively synthesised in one pot under mild conditions and in good yields, by the hydrostannylation of alkynyl esters followed by Stille cross-coupling with aryl iodides.
Exploratory studies on the reaction between iodoarenes and acetylenes: One-pot, Pd-[Bmim][BF4] catalyzed preparation of trianisylethylene
Barros, Jose C.,Souza, Andrea L. F.,Da Silva, Joaquim F. M.,Antunes
scheme or table, p. 549 - 553 (2012/01/13)
The reaction between iodoarenes and acetylenes mediated by palladium was studied, showing selectivity changes based on the nature of the substituent. A new, phosphine-, copper-, and amine-free methodology was developed, in which the synthesis of trianisylethylene from 4-iodoanisole and trimethylsilylacetylene was promoted presumably by an N-heterocyclic-carbene derived from an ionic liquid and a palladium salt, using ethanol as the hydrogen source. Graphical Abstract: [Figure not available: see fulltext.]
Pd-catalyzed addition of organoboronic acids to alkynes at room temperature
Gupta, Arun Kumar,Kim, Ki Seong,Oh, Chang Ho
, p. 457 - 460 (2007/10/03)
Combination of Pd(OAc)2 with 2-bromo-1,3-bis- [diphenylphosphenomethyl)]benzene (1) or 2-bromo-1,3-bis-[di-tert- butylphosphenomethyl)]benzene (3) catalyzed hydroarylations and hydroalkenylations of various alkynes more efficiently in terms of
Pd-SAPO-31, an efficient, heterogeneous catalyst for Heck reactions of aryl chlorides
Srivastava, Rajendra,Venkatathri,Srinivas,Ratnasamy, Paul
, p. 3649 - 3651 (2007/10/03)
Pd-SAPO-31 exhibits high activity for Heck reactions of aryl chlorides. These catalysts with activities superior to most known solid catalysts can be recovered and reused with negligible loss in activity.
