Literature DB >> 35450399

Three-Component Visible-Light-Induced Palladium-Catalyzed 1,2-Alkyl Carbamoylation/Cyanation of Alkenes.

Xiangqing Jia1, Ziyan Zhang1, Vladimir Gevorgyan1.   

Abstract

A mild visible-light-induced Pd-catalyzed one-pot three-component alkyl-carbamoylation and cyanation of alkenes was developed. This general transformation, which proceeds via the in situ formation of a reactive ketenimine intermediate, allows for a rapid construction of a broad range of valuable amides and nitriles from readily available alkenes, alkyl iodides, and isocyanides. An efficient synthesis of tetrazole and amidine via this approach was also demonstrated.

Entities:  

Keywords:  difunctionalization; isocyanide; light-induced; palladium; radical

Year:  2021        PMID: 35450399      PMCID: PMC9017990          DOI: 10.1021/acscatal.1c04183

Source DB:  PubMed          Journal:  ACS Catal            Impact factor:   13.700


  57 in total

1.  Pd-Catalyzed Regiodivergent Synthesis of Diverse Oxindoles Enabled by the Versatile Heck Reaction of Carbamoyl Chlorides.

Authors:  Xianqing Wu; Zaiquan Tang; Chengxi Zhang; Chenchen Wang; Licheng Wu; Jingping Qu; Yifeng Chen
Journal:  Org Lett       Date:  2020-05-01       Impact factor: 6.005

2.  Heck Reaction of Electronically Diverse Tertiary Alkyl Halides.

Authors:  Daria Kurandina; Mónica Rivas; Maxim Radzhabov; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2018-01-05       Impact factor: 6.005

3.  Catalytic cascade reactions by radical relay.

Authors:  Huan-Ming Huang; Monserrat H Garduño-Castro; Charlotte Morrill; David J Procter
Journal:  Chem Soc Rev       Date:  2019-08-27       Impact factor: 54.564

4.  Visible-Light-Driven Palladium-Catalyzed Radical Alkylation of C-H Bonds with Unactivated Alkyl Bromides.

Authors:  Wen-Jun Zhou; Guang-Mei Cao; Guo Shen; Xing-Yong Zhu; Yong-Yuan Gui; Jian-Heng Ye; Liang Sun; Li-Li Liao; Jing Li; Da-Gang Yu
Journal:  Angew Chem Int Ed Engl       Date:  2017-11-08       Impact factor: 15.336

5.  Carbene Formation and Transfer at a Dinickel Active Site.

Authors:  Arnab K Maity; Mathias Zeller; Christopher Uyeda
Journal:  Organometallics       Date:  2018-06-22       Impact factor: 3.876

Review 6.  Recent Advances in the Intermolecular Oxidative Difunctionalization of Alkenes.

Authors:  Jie Lin; Ren-Jie Song; Ming Hu; Jin-Heng Li
Journal:  Chem Rec       Date:  2018-07-22       Impact factor: 6.771

7.  Photoinduced Formation of Hybrid Aryl Pd-Radical Species Capable of 1,5-HAT: Selective Catalytic Oxidation of Silyl Ethers into Silyl Enol Ethers.

Authors:  Marvin Parasram; Padon Chuentragool; Dhruba Sarkar; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2016-05-10       Impact factor: 15.419

8.  Strategies toward Dicarbofunctionalization of Unactivated Olefins by Combined Heck Carbometalation and Cross-Coupling.

Authors:  Ramesh Giri; Shekhar Kc
Journal:  J Org Chem       Date:  2018-03-05       Impact factor: 4.354

9.  Synthesis of All-Carbon Quaternary Centers by Palladium-Catalyzed Olefin Dicarbofunctionalization.

Authors:  Maximilian Koy; Peter Bellotti; Felix Katzenburg; Constantin G Daniliuc; Frank Glorius
Journal:  Angew Chem Int Ed Engl       Date:  2020-01-09       Impact factor: 15.336

10.  Three-Component, Interrupted Radical Heck/Allylic Substitution Cascade Involving Unactivated Alkyl Bromides.

Authors:  Huan-Ming Huang; Peter Bellotti; Philipp M Pflüger; J Luca Schwarz; Bastian Heidrich; Frank Glorius
Journal:  J Am Chem Soc       Date:  2020-05-22       Impact factor: 15.419

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  1 in total

1.  Excited-state palladium-catalysed reductive alkylation of imines: scope and mechanism.

Authors:  Rajesh Kancherla; Krishnamoorthy Muralirajan; Magnus Rueping
Journal:  Chem Sci       Date:  2022-07-07       Impact factor: 9.969

  1 in total

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