41635-75-0Relevant academic research and scientific papers
An Example of Ketone Olefination via Praseodymium-Mediated Barbier Reaction in the Presence of Diethyl Phosphite
Cao, Xu Yan,Huang, Fei,Zhang, Songlin
, p. 1437 - 1441 (2019)
The first example of carbon double-bond formation via praseodymium-mediated Barbier type reaction of ketones and allyl halides in the presence of diethyl phosphite is reported. The reaction is highly α-regioselective and conveniently carried out under mild conditions in a one-pot fashion. From a synthetic point of view, a series of conjugated alkenes were obtained in moderate to good yields in this one-pot reaction with practical reaction conditions.
Neodymium-Promoted Highly Selective Carbon-Carbon Double Bond Formation of Ketones with Allyl Halides in the Presence of Diethyl Phosphite
Xie, Dengbing,Wang, Yiqiong,Yang, Bo,Zhang, Songlin
supporting information, p. 3446 - 3451 (2020/09/02)
The carbon-carbon double bond formation via neodymium-mediated Barbier-type reaction of ketones and allyl halides in the presence of diethyl phosphite is reported for the first time. The reaction is highly α-regioselective and was conveniently carried out under mild conditions in a one-pot fashion. From a synthetic point of view, a series of conjugated alkenes were obtained in moderate to good yields in this one-pot reaction with feasible reaction conditions.
Pd(0)-catalyzed cross-coupling of allyl halides with α-diazocarbonyl compounds or N-mesylhydrazones: Synthesis of 1,3-diene compounds
Wang, Kang,Chen, Shufeng,Zhang, Hang,Xu, Shuai,Ye, Fei,Zhang, Yan,Wang, Jianbo
, p. 3809 - 3820 (2016/05/09)
With palladium catalysis, allyl bromides or chlorides react with α-diazocarbonyl compounds or N-mesylhydrazones to afford 1,3-diene derivatives. The reaction represents a novel and efficient method for the synthesis of 1,3-butadiene derivatives. Mechanist
Palladium-catalyzed cross-coupling of cyclopropylmethyl N-tosylhydrazones with aromatic bromides: An easy access to multisubstituted 1,3-butadienes
Yang, Qin,Chai, Huining,Liu, Tingting,Yu, Zhengkun
, p. 6485 - 6489 (2013/11/19)
Direct synthesis of 1,1-disubstitued 1,3-butadienes has been efficiently realized from the cross-coupling of cyclopropylmethyl N-tosylhydrazones with aromatic bromides by means of PdCl2(MeCN)2 as catalyst. 1,1,4-Trisubstitued 1,3-but
A novel ketone olefination via organozinc reagents in the presence of diphenyl phosphite
Cui, Hua,Li, Ying,Zhang, Songlin
supporting information, p. 2862 - 2869 (2012/11/07)
Carbonyl compounds react with organozinc reagents in the presence of diphenyl phosphite to give the corresponding olefins. A variety of 1,3-dienes and unsaturated esters were obtained in moderate to excellent yields under mild conditions. The Royal Society of Chemistry 2012.
Cyclopropylmethyl palladium species from carbene migratory insertion: New routes to 1,3-butadienes
Zhou, Lei,Ye, Fei,Zhang, Yan,Wang, Jianbo
supporting information; experimental part, p. 922 - 925 (2012/04/04)
Cyclopropylmethyl palladium species can be accessed by Pd-catalyzed reaction of either cyclopropyl N-tosylhydrazone with halide or N-tosylhydrazone with cyclopropyl halide. In both approaches migratory insertion of Pd carbene is the key process. These transformations constitute new approaches toward 1,3-butadiene derivatives.
A novel and efficient method for the olefination of carbonyl compounds with Grignard reagents in the presence of diethyl phosphite
Wang, Tongqiang,Hu, Yuanyuan,Zhang, Songlin
supporting information; experimental part, p. 2312 - 2315 (2010/07/09)
The widely available carbonyl compounds react with Grignard reagents in the presence of diethyl phosphite to give the corresponding olefins in good to excellent yields: A range of conjugated dienes, terminal olefins, multisubstituted-alkenes and conjugated enynes could be readily obtained by the method in mild conditions.
Palladium-catalyzed isomerization of methylenecyclopropanes in acetic acid
Shi, Min,Wang, Bao-Yu,Huang, Jin-Wen
, p. 5606 - 5610 (2007/10/03)
PD(PPh3)4-catalyzed isomerization of MCPs 1 in acetic acid proceeds smoothly at 80 °C in toluene to give the corresponding I-substituted or 1,1-disubstituted dienes 2 in good to excellent yields under mild conditions. The plausible mechanism has been disclosed on the basis of a deuterium-labeling experiment.
Reaktion von trans-1-Arylbutadienen und 1,1-Diarylbutadienen mit Tetracyanethylen (TCNE) und 2,2-Bis(trifluormethyl)ethylen-1,1-dicarbonitril (BTF): Kinetische Studie
Drexler, J.,Lindermayer, R.,Hassan, M. A.,Sauer, J.
, p. 2559 - 2562 (2007/10/02)
Kinetic data (substituent effects, solvent effects, activation parameter) are reported for the reactions of trans-1-arylbutadienes 1 and 1,1-diarylbutadienes 3 with TCNE 4 and BTF 5. (2+2)- and (4+2)-cycloadducts 7 respectively 9 can rearrange or undergo cycloreversions with quite different reaction rates depending on the substituent in the aryl-ring.
