Literature DB >> 23754476

Palladium-catalyzed migratory insertion of isocyanides: an emerging platform in cross-coupling chemistry.

Tjøstil Vlaar1, Eelco Ruijter, Bert U W Maes, Romano V A Orru.   

Abstract

Isocyanides have been important building blocks in organic synthesis since the discovery of the Ugi reaction and related isocyanide-based multicomponent reactions. In the past decade isocyanides have found a new application as versatile C1 building blocks in palladium catalysis. Palladium-catalyzed reactions involving isocyanide insertion offer a vast potential for the synthesis of nitrogen-containing fine chemicals. This Minireview discusses all the achievements in this emerging field.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  heterocycles; homogeneous catalysis; isocyanides; palladium; synthetic methods

Year:  2013        PMID： 23754476     DOI： 10.1002/anie.201300942

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


  24 in total

1.  Efficient isocyanide-less isocyanide-based multicomponent reactions.

Authors:  Constantinos G Neochoritis; Silvia Stotani; Bhupendra Mishra; Alexander Dömling
Journal:  Org Lett       Date:  2015-03-31       Impact factor: 6.005

2.  Mechanistic Basis for Efficient, Site-Selective, Aerobic Catalytic Turnover in Pd-Catalyzed C-H Imidoylation of Heterocycle-Containing Molecules.

Authors:  Stephen J Tereniak; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2017-10-06       Impact factor: 15.419

3.  Cascade bicyclization of triethylammonium thiolates with hydrazines: efficient access to pyrazolo[3,4-c]quinolines.

Authors:  Wei Fan; Yan-Rong Li; Bo Jiang; Guigen Li
Journal:  Org Biomol Chem       Date:  2016-09-26       Impact factor: 3.876

4.  NHC-Ni(II)-catalyzed cyclopropene-isocyanide [5 + 1] benzannulation.

Authors:  Jian-Qiang Huang; Meng Yu; Xuefeng Yong; Chun-Yu Ho
Journal:  Nat Commun       Date:  2022-07-16       Impact factor: 17.694

5.  Catalytic Isonitrile Insertions and Condensations Initiated by RNC-X Complexation.

Authors:  Suravi Chakrabarty; Shruti Choudhary; Arpit Doshi; Fa-Qiang Liu; Rishabh Mohan; Manasa P Ravindra; Dhruv Shah; Xun Yang; Fraser F Fleming
Journal:  Adv Synth Catal       Date:  2014-06-20       Impact factor: 5.837

6.  Unexpected isocyanide-based three-component bicyclization for the stereoselective synthesis of densely functionalized pyrano[3,4-c]pyrroles.

Authors:  Qian Gao; Wen-Juan Hao; Feng Liu; Shu-Jiang Tu; Shu-Liang Wang; Guigen Li; Bo Jiang
Journal:  Chem Commun (Camb)       Date:  2016-01-18       Impact factor: 6.222

7.  Access to 1-amino-3,4-dihydroisoquinolines via palladium-catalyzed C-H bond aminoimidoylation reaction from functionalized isocyanides.

Authors:  Zhuang Xiong; Panyuan Cai; Yingshuang Mei; Jian Wang
Journal:  RSC Adv       Date:  2019-12-18       Impact factor: 4.036

8.  Synthesis of isocoumarins with different substituted patterns via Passerini-aldol sequence.

Authors:  Guan-Hua Ma; Bo Jiang; Xing-Jun Tu; Yi Ning; Shu-Jiang Tu; Guigen Li
Journal:  Org Lett       Date:  2014-08-20       Impact factor: 6.005

9.  Three-component coupling approach for the synthesis of diverse heterocycles utilizing reactive nitrilium trapping.

Authors:  András Váradi; Travis C Palmer; Paula R Notis; Gabriel N Redel-Traub; Daniel Afonin; Joan J Subrath; Gavril W Pasternak; Chunhua Hu; Indrajeet Sharma; Susruta Majumdar
Journal:  Org Lett       Date:  2014-02-28       Impact factor: 6.005

10.  Domino reaction of arylglyoxals with pyrazol-5-amines: selective access to pyrazolo-fused 1,7-naphthyridines, 1,3-diazocanes, and pyrroles.

Authors:  Bo Jiang; Wei Fan; Mu-Yan Sun; Qin Ye; Shu-Liang Wang; Shu-Jiang Tu; Guigen Li
Journal:  J Org Chem       Date:  2014-05-22       Impact factor: 4.354
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