Literature DB >> 18412188

Carbon-nitrogen bond-forming reactions of dialkyl azodicarboxylate: a promising synthetic strategy.

Vijay Nair1, A T Biju, Smitha C Mathew, Beneesh Pattoorpadi Babu.   

Abstract

Azodicarboxylates have found applications in electrophilic amination reactions and in pericyclic reactions. The nucleophilic trigger in Mitsunobu reactions, that is, the zwitterion formed from triphenylphosphine and dialkyl azodicarboxylate, has been utilized recently in various heterocyclic constructions. This Focus Review summarizes the potential utility of azodicarboxylates in various carbon-nitrogen bond-forming reactions.

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Year:  2008        PMID: 18412188     DOI: 10.1002/asia.200700341

Source DB:  PubMed          Journal:  Chem Asian J        ISSN: 1861-471X


  9 in total

1.  Enantioselective alpha-amination of 1,3-dicarbonyl compounds using squaramide derivatives as hydrogen bonding catalysts.

Authors:  Hideyuki Konishi; Tin Yiu Lam; Jeremiah P Malerich; Viresh H Rawal
Journal:  Org Lett       Date:  2010-05-07       Impact factor: 6.005

2.  Carbon-Nitrogen Bond Formation via the Vanadium Oxo Catalyzed Sigmatropic Functionalization of Allenols.

Authors:  Barry M Trost; Jacob S Tracy
Journal:  Org Lett       Date:  2017-05-03       Impact factor: 6.005

3.  Generation and exploitation of acyclic azomethine imines in chiral Brønsted acid catalysis.

Authors:  Takuya Hashimoto; Hidenori Kimura; Yu Kawamata; Keiji Maruoka
Journal:  Nat Chem       Date:  2011-07-22       Impact factor: 24.427

4.  Metal-free, efficient hydrazination of imidazo[1,2-a]pyridine with diethyl azodicarboxylate in neutral media.

Authors:  Yuanxiang Wang; Brendan Frett; Nick McConnell; Hong-Yu Li
Journal:  Org Biomol Chem       Date:  2015-03-14       Impact factor: 3.876

5.  Methods for direct alkene diamination, new & old.

Authors:  Sam de Jong; Daniel G Nosal; Duncan J Wardrop
Journal:  Tetrahedron       Date:  2012-03-21       Impact factor: 2.457

6.  Mechanochemistry assisted asymmetric organocatalysis: A sustainable approach.

Authors:  Pankaj Chauhan; Swapandeep Singh Chimni
Journal:  Beilstein J Org Chem       Date:  2012-12-06       Impact factor: 2.883

7.  Regioselective SN2' Mitsunobu reaction of Morita-Baylis-Hillman alcohols: A facile and stereoselective synthesis of α-alkylidene-β-hydrazino acid derivatives.

Authors:  Silong Xu; Jian Shang; Junjie Zhang; Yuhai Tang
Journal:  Beilstein J Org Chem       Date:  2014-04-30       Impact factor: 2.883

8.  Direct catalytic enantioselective amination of ketones for the formation of tri- and tetrasubstituted stereocenters.

Authors:  B M Trost; J S Tracy; T Saget
Journal:  Chem Sci       Date:  2018-02-14       Impact factor: 9.825

9.  Scaffold Diversity Synthesis Delivers Complex, Structurally, and Functionally Distinct Tetracyclic Benzopyrones.

Authors:  Muthukumar G Sankar; Sayantani Roy; Tuyen Thi Ngoc Tran; Kathrin Wittstein; Jonathan O Bauer; Carsten Strohmann; Slava Ziegler; Kamal Kumar
Journal:  ChemistryOpen       Date:  2018-04-26       Impact factor: 2.911

  9 in total

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