Literature DB >> 22681448

Direct substitution of hydroxy group of π-activated alcohols with electron-deficient amines using Re2O7 catalyst.

Braja Gopal Das1, Rajender Nallagonda, Prasanta Ghorai.   

Abstract

The first example of simple Re(2)O(7)-catalyzed direct dehydrative coupling between allylic alcohols with electron-deficient amines has been achieved under mild and open flask conditions. The protocol has also been successfully applied to benzylic and propargylic alcohols. The mechanistic proof for the S(N)1-type process has also been provided.

Entities:  

Year:  2012        PMID: 22681448     DOI: 10.1021/jo300706b

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


  5 in total

1.  Synthesis of diarylmethylamines via palladium-catalyzed regioselective arylation of 1,1,3-triaryl-2-azaallyl anions.

Authors:  Minyan Li; Baris Yücel; Javier Adrio; Ana Bellomo; Patrick J Walsh
Journal:  Chem Sci       Date:  2014-06-01       Impact factor: 9.825

2.  Re2 O7 -Mediated Dehydrative Cyclization Reactions: Total Synthesis of Herboxidiene and Its 12-Desmethyl Analogue.

Authors:  Tyler M Rohrs; Qi Qin; Paul E Floreancig
Journal:  Angew Chem Int Ed Engl       Date:  2017-07-28       Impact factor: 15.336

Review 3.  Scope and advances in the catalytic propargylic substitution reaction.

Authors:  Rashmi Roy; Satyajit Saha
Journal:  RSC Adv       Date:  2018-09-05       Impact factor: 3.361

4.  Re2O7-catalyzed reaction of hemiacetals and aldehydes with O-, S-, and C-nucleophiles.

Authors:  Wantanee Sittiwong; Michael W Richardson; Charles E Schiaffo; Thomas J Fisher; Patrick H Dussault
Journal:  Beilstein J Org Chem       Date:  2013-07-30       Impact factor: 2.883

5.  Development of a Telescoped Flow Process for the Safe and Effective Generation of Propargylic Amines.

Authors:  Kian Donnelly; Huan Zhang; Marcus Baumann
Journal:  Molecules       Date:  2019-10-10       Impact factor: 4.411

  5 in total

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