Literature DB >> 15125654

Convenient synthesis of alkylhydrazides by the cobalt-catalyzed hydrohydrazination reaction of olefins and azodicarboxylates.

Jérôme Waser1, Erick M Carreira.   

Abstract

Treatment of olefins 2 with 1.5 equiv of di-tert-butyl azodicarboxylate (3), 1 equiv of PhSiH3, and 1.5-5 mol % of the simple Co(III) catalyst 1 in ethanol at 23 degrees C affords the Markovnikov hydrazide product for a broad range of olefins in 62-94% yield.

Entities:  

Year:  2004        PMID： 15125654     DOI： 10.1021/ja048698u

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  23 in total

1.  Roles of Iron Complexes in Catalytic Radical Alkene Cross-Coupling: A Computational and Mechanistic Study.

Authors:  Dongyoung Kim; S M Wahidur Rahaman; Brandon Q Mercado; Rinaldo Poli; Patrick L Holland
Journal:  J Am Chem Soc       Date:  2019-04-26       Impact factor: 15.419

2.  Synthesis and Study of the Antimalarial Cardamom Peroxide.

Authors:  Xirui Hu; Pharath Lim; Rick M Fairhurst; Thomas J Maimone
Journal:  Tetrahedron       Date:  2018-03-26       Impact factor: 2.457

3.  Ph(i-PrO)SiH2: An Exceptional Reductant for Metal-Catalyzed Hydrogen Atom Transfers.

Authors:  Carla Obradors; Ruben M Martinez; Ryan A Shenvi
Journal:  J Am Chem Soc       Date:  2016-03-30       Impact factor: 15.419

4.  γ C-H Functionalization of Amines via Triple H-Atom Transfer of a Vinyl Sulfonyl Radical Chaperone.

Authors:  James H Herbort; Taylor N Bednar; Andrew D Chen; T V RajanBabu; David A Nagib
Journal:  J Am Chem Soc       Date:  2022-07-12       Impact factor: 16.383

5.  Mn-, Fe-, and Co-Catalyzed Radical Hydrofunctionalizations of Olefins.

Authors:  Steven W M Crossley; Carla Obradors; Ruben M Martinez; Ryan A Shenvi
Journal:  Chem Rev       Date:  2016-07-27       Impact factor: 60.622

6.  Stereocontrolled Radical Bicyclizations of Oxygenated Precursors Enable Short Syntheses of Oxidized Abietane Diterpenoids.

Authors:  Darius Vrubliauskas; Benjamin M Gross; Christopher D Vanderwal
Journal:  J Am Chem Soc       Date:  2021-02-08       Impact factor: 15.419

7.  Four-step synthesis of the antimalarial cardamom peroxide via an oxygen stitching strategy.

Authors:  Xirui Hu; Thomas J Maimone
Journal:  J Am Chem Soc       Date:  2014-03-27       Impact factor: 15.419

8.  Hydromethylation of Unactivated Olefins.

Authors:  Hai T Dao; Chao Li; Quentin Michaudel; Brad D Maxwell; Phil S Baran
Journal:  J Am Chem Soc       Date:  2015-06-19       Impact factor: 15.419

Review 9.  Methodologies for the synthesis of quaternary carbon centers via hydroalkylation of unactivated olefins: twenty years of advances.

Authors:  Thiago S Silva; Fernando Coelho
Journal:  Beilstein J Org Chem       Date:  2021-07-07       Impact factor: 2.883

10.  Simple, chemoselective hydrogenation with thermodynamic stereocontrol.

Authors:  Kotaro Iwasaki; Kanny K Wan; Alberto Oppedisano; Steven W M Crossley; Ryan A Shenvi
Journal:  J Am Chem Soc       Date:  2014-01-15       Impact factor: 15.419
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