Literature DB >> 12946167

A direct synthesis of 1-aryl- and 1-alkenylcyclopropylamines from aryl and alkenyl nitriles.

Philippe Bertus1, Jan Szymoniak.   

Abstract

The reaction of various aromatic nitriles with 1.1 equiv of Ti(Oi-Pr)(4) and 2.2 equiv of EtMgBr followed by addition of a Lewis acid gave 1-aryl cyclopropylamines in 43-76% yields. Under similar conditions, conjugated alkenenitriles afford 1-alkenylcyclopropylamines (42-65%).

Entities:  

Year:  2003        PMID: 12946167     DOI: 10.1021/jo034710+

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Selective and potent urea inhibitors of cryptosporidium parvum inosine 5'-monophosphate dehydrogenase.

Authors:  Suresh Kumar Gorla; Mandapati Kavitha; Minjia Zhang; Xiaoping Liu; Lisa Sharling; Deviprasad R Gollapalli; Boris Striepen; Lizbeth Hedstrom; Gregory D Cuny
Journal:  J Med Chem       Date:  2012-09-05       Impact factor: 7.446

2.  Olefin Exchange-Mediated Cyclopropanation of Nitriles with Homoallylic Alcohols.

Authors:  Denis N Bobrov; Keunho Kim; Jin Kun Cha
Journal:  Tetrahedron Lett       Date:  2008-06-23       Impact factor: 2.415

3.  Preparation of Polyfunctionalized Aromatic Nitriles from Aryl Oxazolines.

Authors:  A Hess; H C Guelen; N Alandini; A Mourati; Y C Guersoy; P Knochel
Journal:  Chemistry       Date:  2021-12-02       Impact factor: 5.020

4.  A rapid route to aminocyclopropanes via carbamatoorganozinc carbenoids.

Authors:  Shingo Ishikawa; Tom D Sheppard; Jarryl M D'Oyley; Akio Kamimura; William B Motherwell
Journal:  Angew Chem Int Ed Engl       Date:  2013-08-01       Impact factor: 15.336

  4 in total

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