Literature DB >> 29319294

Advances in One-Pot Synthesis through Borrowing Hydrogen Catalysis.

Avelino Corma1, Javier Navas1, Maria J Sabater1.   

Abstract

The borrowing hydrogen (BH) principle, also called hydrogen auto-transfer, is a powerful approach which combines transfer hydrogenation (avoiding the direct use of molecular hydrogen) with one or more intermediate reactions to synthesize more complex molecules without the need for tedious separation or isolation processes. The strategy which usually relies on three steps, (i) dehydrogenation, (ii) intermediate reaction, and (iii) hydrogenation, is an excellent and well-recognized process from the synthetic, economic, and environmental point of view. In this context, the objective of the present review is to give a global overview on the topic starting from those contributions published prior to the emergence of the BH concept to the most recent and current research under the term of BH catalysis. Two main subareas of the topic (homogeneous and heterogeneous catalysis) have been identified, from which three subheadings based on the source of the electrophile (alkanes, alcohols, and amines) have been considered. Then the type of bond being formed (carbon-carbon and carbon heteroatom) has been taken into account to end-up with the intermediate reaction working in tandem with the metal-catalyzed hydrogenation/dehydrogenation step. The review has been completed with the more recent advances in asymmetric catalysis using the BH strategy.

Entities:  

Year:  2018        PMID: 29319294     DOI: 10.1021/acs.chemrev.7b00340

Source DB:  PubMed          Journal:  Chem Rev        ISSN: 0009-2665            Impact factor:   60.622


  33 in total

Review 1.  Borrowing Hydrogen for Organic Synthesis.

Authors:  Benjamin G Reed-Berendt; Daniel E Latham; Mubarak B Dambatta; Louis C Morrill
Journal:  ACS Cent Sci       Date:  2021-03-25       Impact factor: 14.553

Review 2.  Pharmaceutically relevant (hetero)cyclic compounds and natural products from lignin-derived monomers: Present and perspectives.

Authors:  Anastasiia Afanasenko; Katalin Barta
Journal:  iScience       Date:  2021-02-20

Review 3.  Synthesis of N-Heterocycles via Oxidant-Free Dehydrocyclization of Alcohols Using Heterogeneous Catalysts.

Authors:  Kangkang Sun; Hongbin Shan; Guo-Ping Lu; Chun Cai; Matthias Beller
Journal:  Angew Chem Int Ed Engl       Date:  2021-08-03       Impact factor: 16.823

4.  Cyclometalated Ruthenium Pincer Complexes as Catalysts for the α-Alkylation of Ketones with Alcohols.

Authors:  Patrick Piehl; Roberta Amuso; Elisabetta Alberico; Henrik Junge; Bartolo Gabriele; Helfried Neumann; Matthias Beller
Journal:  Chemistry       Date:  2020-03-09       Impact factor: 5.236

5.  Cyano-borrowing reaction: nickel-catalyzed direct conversion of cyanohydrins and aldehydes/ketones to β-cyano ketone.

Authors:  Zhao-Feng Li; Qian Li; Li-Qing Ren; Qing-Hua Li; Yun-Gui Peng; Tang-Lin Liu
Journal:  Chem Sci       Date:  2019-05-06       Impact factor: 9.825

6.  Effects of ruthenium hydride species on primary amine synthesis by direct amination of alcohols over a heterogeneous Ru catalyst.

Authors:  Yusuke Kita; Midori Kuwabara; Satoshi Yamadera; Keigo Kamata; Michikazu Hara
Journal:  Chem Sci       Date:  2020-09-03       Impact factor: 9.825

7.  Arylboronic Acid Catalyzed C-Alkylation and Allylation Reactions Using Benzylic Alcohols.

Authors:  Susana Estopiñá-Durán; Euan B Mclean; Liam J Donnelly; Bryony M Hockin; James E Taylor
Journal:  Org Lett       Date:  2020-09-22       Impact factor: 6.005

8.  Deoxygenative α-alkylation and α-arylation of 1,2-dicarbonyls.

Authors:  Shengfei Jin; Hang T Dang; Graham C Haug; Viet D Nguyen; Hadi D Arman; Oleg V Larionov
Journal:  Chem Sci       Date:  2020-07-01       Impact factor: 9.825

9.  Mimicking transition metals in borrowing hydrogen from alcohols.

Authors:  Ananya Banik; Jasimuddin Ahmed; Swagata Sil; Swadhin K Mandal
Journal:  Chem Sci       Date:  2021-05-07       Impact factor: 9.825

Review 10.  Recent Advances in Catalyzed Sequential Reactions and the Potential Use of Tetrapyrrolic Macrocycles as Catalysts.

Authors:  Everton Henrique Santos; Charles Carvalho; Carolina Machado Terzi; Shirley Nakagaki
Journal:  Molecules       Date:  2018-10-28       Impact factor: 4.411

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