Literature DB >> 26377280

Utilization of methylarenes as versatile building blocks in organic synthesis.

Rajeshwer Vanjari1, Krishna Nand Singh.   

Abstract

The development of practical and efficient methods for C-C and C-X bond formation has attracted a great deal of current attention with the advent of C-H functionalization reactions. Hydrocarbons are perhaps the most inexpensive and readily available materials, and utilisation of such materials for the synthesis of essential chemicals is virtually and economically pragmatic. The means to utilize easily accessible hydrocarbons not only represents a useful, potent and straightforward alternative, but also constitutes an excellent opportunity to improve our chemical knowledge about a relatively unexplored domain. Early examples using alkylarenes are generally limited to their conversion to aldehydes, carboxylic acids, and nitriles. This review intends to focus on the latest developments adopting modern strategies for sp(3) C-H functionalization of methylarenes to achieve a diverse range of important organic compounds.

Entities:  

Year:  2015        PMID: 26377280     DOI: 10.1039/c5cs00003c

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  10 in total

1.  Direct phosphorylation of benzylic C-H bonds under transition metal-free conditions forming sp3C-P bonds.

Authors:  Qiang Li; Chang-Qiu Zhao; Tieqiao Chen; Li-Biao Han
Journal:  RSC Adv       Date:  2022-06-24       Impact factor: 4.036

2.  Ligand-free iron-catalyzed benzylic C (sp3)-H amination of methylarenes with N-fluorobenzenesulfonimide.

Authors:  Fengyu Bao; Yuanbo Cao; Wenbo Liu; Junhao Zhu
Journal:  RSC Adv       Date:  2019-09-04       Impact factor: 4.036

3.  Photo-induced oxidant-free oxidative C-H/N-H cross-coupling between arenes and azoles.

Authors:  Linbin Niu; Hong Yi; Shengchun Wang; Tianyi Liu; Jiamei Liu; Aiwen Lei
Journal:  Nat Commun       Date:  2017-02-01       Impact factor: 14.919

4.  One-pot aminobenzylation of aldehydes with toluenes.

Authors:  Zhiting Wang; Zhipeng Zheng; Xinyu Xu; Jianyou Mao; Patrick J Walsh
Journal:  Nat Commun       Date:  2018-08-22       Impact factor: 14.919

5.  Intermolecular CDC amination of remote and proximal unactivated Csp3 -H bonds through intrinsic substrate reactivity - expanding towards a traceless directing group.

Authors:  Suresh Rajamanickam; Mayank Saraswat; Sugumar Venkataramani; Bhisma K Patel
Journal:  Chem Sci       Date:  2021-10-27       Impact factor: 9.825

6.  Direct Dehydrogenative Access to Unsymmetrical Phenones.

Authors:  Congjun Yu; Raolin Huang; Frederic W Patureau
Journal:  Angew Chem Int Ed Engl       Date:  2022-03-19       Impact factor: 16.823

7.  Efficient cleavage of tertiary amide bonds via radical-polar crossover using a copper(ii) bromide/Selectfluor hybrid system.

Authors:  Zhe Wang; Akira Matsumoto; Keiji Maruoka
Journal:  Chem Sci       Date:  2020-10-14       Impact factor: 9.825

8.  Acetic Acid Promoted Redox Annulations with Dual C-H Functionalization.

Authors:  Zhengbo Zhu; Daniel Seidel
Journal:  Org Lett       Date:  2017-05-16       Impact factor: 6.005

9.  Visible-Light-Mediated Photoredox-Catalyzed N-Arylation of NH-Sulfoximines with Electron-Rich Arenes.

Authors:  Alexander Wimmer; Burkhard König
Journal:  Adv Synth Catal       Date:  2018-08-02       Impact factor: 5.837

10.  Reaction scope and mechanistic insights of nickel-catalyzed migratory Suzuki-Miyaura cross-coupling.

Authors:  Yuqiang Li; Yixin Luo; Long Peng; Yangyang Li; Binzhi Zhao; Wang Wang; Hailiang Pang; Yi Deng; Ruopeng Bai; Yu Lan; Guoyin Yin
Journal:  Nat Commun       Date:  2020-01-21       Impact factor: 14.919

  10 in total

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