Literature DB >> 24233059

A 1,3-amino group migration route to form acrylamidines.

Dinesh Pratapsinh Chauhan1, Sreejith Jayasree Varma, Arjun Vijeta, Pallavi Banerjee, Pinaki Talukdar.   

Abstract

A novel 1,3-amino group migration strategy for the synthesis of acrylamidines is presented. Cu(i) catalyzed reaction of N,N-disubstituted propargylamine with tosylazide generates a highly reactive ketenimine intermediate which is trapped by a tethered amino group leading to the rearrangement reaction.

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Year:  2013        PMID: 24233059     DOI: 10.1039/c3cc47182a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

1.  Unusual Fluorescent Responses of Morpholine-functionalized Fluorescent Probes to pH via Manipulation of BODIPY's HOMO and LUMO Energy Orbitals for Intracellular pH Detection.

Authors:  Jingtuo Zhang; Mu Yang; Wafa Mazi; Kapil Adhikari; Mingxi Fang; Fei Xie; Loredana Valenzano; Ashutosh Tiwari; Fen-Tair Luo; Haiying Liu
Journal:  ACS Sens       Date:  2015-11-27       Impact factor: 7.711

2.  Direct intramolecular double cross-dehydrogentive-coupling (CDC) cyclization of N-(2-pyridyl)amidines under metal-free conditions.

Authors:  Fengping Yi; Chao Fu; Qihui Sun; Huazhen Wei; Genfa Yu; Weiyin Yi
Journal:  RSC Adv       Date:  2019-12-19       Impact factor: 3.361

3.  Tandem Cu-catalyzed ketenimine formation and intramolecular nucleophile capture: Synthesis of 1,2-dihydro-2-iminoquinolines from 1-(o-acetamidophenyl)propargyl alcohols.

Authors:  Gadi Ranjith Kumar; Yalla Kiran Kumar; Ruchir Kant; Maddi Sridhar Reddy
Journal:  Beilstein J Org Chem       Date:  2014-05-28       Impact factor: 2.883

  3 in total

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