Literature DB >> 24962496

Hydrazone-palladium-catalyzed allylic arylation of cinnamyloxyphenylboronic acid pinacol esters.

Kohei Watanabe1, Takashi Mino, Taichi Abe, Taketo Kogure, Masami Sakamoto.   

Abstract

Allylic arylation of cinnamyloxyphenylboronic acid pinacol esters 3, which have arylboronic acid moiety and allylic ether moiety, using a hydrazone 1d-Pd(OAc)2 system proceeded and gave the corresponding 1,3-diarylpropene derivatives 4 with a phenolic hydroxyl group via a selective coupling reaction of the π-allyl intermediate to the boron-substituted position of the leaving group.

Entities:  

Year:  2014        PMID: 24962496     DOI: 10.1021/jo501235w

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Mechanistic Study on Allylic Arylation in Water with Linear Polystyrene-Stabilized Pd and PdO Nanoparticles.

Authors:  Atsushi Ohtaka; Misa Kawase; Akira Usami; Shiho Fukui; Mana Yamashita; Kazuki Yamaguchi; Akira Sakon; Tomoya Shiraki; Taiki Ishida; Soma Nagata; Yuji Kimura; Go Hamasaka; Yasuhiro Uozumi; Tsutomu Shinagawa; Osamu Shimomura; Ryôki Nomura
Journal:  ACS Omega       Date:  2019-09-13

2.  Boron-catalyzed dehydrative allylation of 1,3-diketones and β-ketone esters with 1,3-diarylallyl alcohols in water.

Authors:  Guo-Min Zhang; Hua Zhang; Bei Wang; Ji-Yu Wang
Journal:  RSC Adv       Date:  2021-05-10       Impact factor: 4.036

3.  Synthesis of Bio-Inspired 1,3-Diarylpropene Derivatives via Heck Cross-Coupling and Cytotoxic Evaluation on Breast Cancer Cells.

Authors:  Aik Sian Tan; Jaymeer Singh; Nurul Syafiqah Rezali; Musthahimah Muhamad; Nik Nur Syazni Nik Mohamed Kamal; Yvan Six; Mohamad Nurul Azmi
Journal:  Molecules       Date:  2022-08-23       Impact factor: 4.927

4.  Cu(II)-Hydrazide Coordination Compound Supported on Silica Gel as an Efficient and Recyclable Heterogeneous Catalyst for Green Click Synthesis of β-Hydroxy-1,2,3-triazoles in Water.

Authors:  Marzieh Emami; Rahman Bikas; Nader Noshiranzadeh; Anna Kozakiewicz; Tadeusz Lis
Journal:  ACS Omega       Date:  2020-05-26
  4 in total

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