Literature DB >> 24977788

Oxidative debenzylation of N-benzyl amides and O-benzyl ethers using alkali metal bromide.

Katsuhiko Moriyama1, Yu Nakamura, Hideo Togo.   

Abstract

The oxidative debenzylation of N-benzyl amides and O-benzyl ethers was promoted with high efficiency by a bromo radical formed through the oxidation of bromide from alkali metal bromide under mild conditions. This reaction provided the corresponding amides from N-benzyl amides and carbonyl compounds from O-benzyl ethers in high yields.

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Year:  2014        PMID: 24977788     DOI: 10.1021/ol501703y

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Unraveling the Key Role of the Benzyl Group in the Synthesis of CL-20 Precursor HBIW.

Authors:  Fangjian Shang; Runze Liu; Meiheng Lv; Yinhua Ma; Jianyong Liu; Panwang Zhou; Chaoyang Zhang; Ke-Li Han
Journal:  ACS Omega       Date:  2022-06-14

2.  ZnBr2/Oxone-mediated ipso-cyclization of N-(3-phenylprop-2-yn-1-yl)aniline.

Authors:  Keke Huang; Jia-Ni Li; Guanyinsheng Qiu; Wenlin Xie; Jin-Biao Liu
Journal:  RSC Adv       Date:  2019-10-17       Impact factor: 4.036

3.  Highly Selective and Catalytic C-N Bond Cleavage of Tertiary Sulfonamides: Scope and Mechanistic Insight.

Authors:  Aditya Bhattacharya; Pushpendra Mani Shukla; Biswajit Maji
Journal:  ACS Omega       Date:  2021-07-16

4.  Facile Hydrogenative Deprotection of N-Benzyl Groups Using a Mixed Catalyst of Palladium and Niobic Acid-on-Carbon.

Authors:  Yuta Yamamoto; Eisho Shimizu; Kazuho Ban; Yoshiyuki Wada; Tomoteru Mizusaki; Masatoshi Yoshimura; Yukio Takagi; Yoshinari Sawama; Hironao Sajiki
Journal:  ACS Omega       Date:  2020-02-05
  4 in total

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