18019-56-2Relevant articles and documents
Access to Diarylmethanols by Wittig Rearrangement of ortho-, meta-, and para-Benzyloxy- N-Butylbenzamides
Aitken, R. Alan,Harper, Andrew D.,Inwood, Ryan A.,Slawin, Alexandra M. Z.
, p. 4692 - 4701 (2022/04/07)
The N-butyl amide group, CONHBu, has been found to be an effective promoter of the [1,2]-Wittig rearrangement of aryl benzyl ethers and thus allow the two-step synthesis of isomerically pure substituted diarylmethanols starting from simple hydroxybenzoic acid derivatives. The method is compatible with a wide range of functional groups including methyl, methoxy, and fluoro, although not with nitro and, unexpectedly, is applicable to meta as well as ortho and para isomeric series.
Catalytic Lactonization of Unactivated Aryl C-H Bonds with CO2: Experimental and Computational Investigation
Song, Lei,Zhu, Lei,Zhang, Zhen,Ye, Jian-Heng,Yan, Si-Shun,Han, Jie-Lian,Yin, Zhu-Bao,Lan, Yu,Yu, Da-Gang
, p. 3776 - 3779 (2018/07/21)
The first catalytic lactonization of unactivated aryl C-H bonds with CO2 to afford important phthalides is reported. Notably, this method features high selectivity, excellent functional group tolerance, smooth scalability, and facile product diversification. DFT calculations reveal that a novel insertion of two CO2 into the O-Pd bond of a palladacycle might be the key step, providing great potential and a different perspective for carbonylation with CO2.
Domino [Pd]-Catalysis: One-Pot Synthesis of Isobenzofuran-1(3H)-ones
Mahendar, Lodi,Satyanarayana, Gedu
, p. 7685 - 7691 (2016/09/09)
An efficient domino [Pd]-catalysis for the synthesis of isobenzofuran-1(3H)-ones is presented. The strategy shows broad substrate scope and is amenable to o-bromobenzyl tertiary/secondary/primary alcohols. Significantly, the method was applied to the synthesis of antiplatelet drug n-butyl phthalide and cytotoxic agonist 3a-[4′-methoxylbenzyl]-5,7-dimethoxyphthalide.