Literature DB >> 25385462

Gold(I)-catalyzed diazo cross-coupling: a selective and ligand-controlled denitrogenation/cyclization cascade.

Guangyang Xu1, Chenghao Zhu, Weijin Gu, Jian Li, Jiangtao Sun.   

Abstract

An unprecedented gold-catalyzed ligand-controlled cross-coupling of diazo compounds by sequential selective denitrogenation and cyclization affords N-substituted pyrazoles in a position-switchable mode. This novel transformation features selective decomposition of one diazo moiety and simultaneous preservation of the other one from two substrates. Notably, the choice of the ancillary ligand to the gold complex plays a pivotal role on the chemo- and regioselectivity of the reactions.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  cross-coupling; cyclization; diazo compounds; gold; homogeneous catalysis

Year:  2014        PMID: 25385462     DOI: 10.1002/anie.201409845

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  9 in total

Review 1.  Catalytic asymmetric cycloaddition reactions of enoldiazo compounds.

Authors:  Kostiantyn O Marichev; Michael P Doyle
Journal:  Org Biomol Chem       Date:  2019-04-24       Impact factor: 3.876

2.  Catalytic Divergent [3+3]- and [3+2]-Cycloaddition by Discrimination Between Diazo Compounds.

Authors:  Yongming Deng; Lynée A Massey; Yeray A Rodriguez Núñez; Hadi Arman; Michael P Doyle
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-24       Impact factor: 15.336

Review 3.  Cycloaddition reactions of enoldiazo compounds.

Authors:  Qing-Qing Cheng; Yongming Deng; Marianne Lankelma; Michael P Doyle
Journal:  Chem Soc Rev       Date:  2017-08-29       Impact factor: 54.564

4.  Divergent C-H Insertion-Cyclization Cascades of N-Allyl Ynamides.

Authors:  Holly V Adcock; Elli Chatzopoulou; Paul W Davies
Journal:  Angew Chem Int Ed Engl       Date:  2015-10-30       Impact factor: 15.336

5.  Cyclobutene vs 1,3-Diene Formation in the Gold-Catalyzed Reaction of Alkynes with Alkenes: The Complete Mechanistic Picture.

Authors:  M Elena de Orbe; Laura Amenós; Mariia S Kirillova; Yahui Wang; Verónica López-Carrillo; Feliu Maseras; Antonio M Echavarren
Journal:  J Am Chem Soc       Date:  2017-07-25       Impact factor: 15.419

6.  Gold-catalyzed stereoselective dearomatization/metal-free aerobic oxidation: access to 3-substituted indolines/oxindoles.

Authors:  Kai Liu; Guangyang Xu; Jiangtao Sun
Journal:  Chem Sci       Date:  2017-11-06       Impact factor: 9.825

7.  Ionization of gold (γ-methoxy)vinyl complexes generates reactive gold vinyl carbene complexes.

Authors:  Nana Kim; Ross A Widenhoefer
Journal:  Chem Sci       Date:  2019-05-10       Impact factor: 9.825

Review 8.  Triarylborane Catalyzed Carbene Transfer Reactions Using Diazo Precursors.

Authors:  Ayan Dasgupta; Emma Richards; Rebecca L Melen
Journal:  ACS Catal       Date:  2021-12-17       Impact factor: 13.084

9.  Origins of unique gold-catalysed chemo- and site-selective C-H functionalization of phenols with diazo compounds.

Authors:  Yuan Liu; Zhunzhun Yu; John Zenghui Zhang; Lu Liu; Fei Xia; Junliang Zhang
Journal:  Chem Sci       Date:  2015-11-27       Impact factor: 9.825

  9 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.