Literature DB >> 12713365

Synthesis and inverse electron demand Diels-Alder reactions of 3,6-bis(3,4-dimethoxybenzoyl)-1,2,4,5-tetrazine.

Danielle R Soenen1, Jeffrey M Zimpleman, Dale L Boger.   

Abstract

The synthesis of 3,6-bis(3,4-dimethoxybenzoyl)-1,2,4,5-tetrazine (2) and the scope of its reactivity in inverse electron demand Diels-Alder reactions are disclosed representing the first systematic study of the [4 + 2] cycloaddition reactions of 3,6-diacyl-1,2,4,5-tetrazines.

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Year:  2003        PMID： 12713365     DOI： 10.1021/jo020713v

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


  14 in total

1.  Synthesis and evaluation of a series of 1,2,4,5-tetrazines for bioorthogonal conjugation.

Authors:  Mark R Karver; Ralph Weissleder; Scott A Hilderbrand
Journal:  Bioconjug Chem       Date:  2011-10-24       Impact factor: 4.774

2.  Synthesis, Characterization, and Rapid Cycloadditions of 5-Nitro-1,2,3-triazine.

Authors:  Christopher M Glinkerman; Dale L Boger
Journal:  Org Lett       Date:  2018-04-16       Impact factor: 6.005

3.  Cycloadditions of 1,2,3-Triazines Bearing C5-Electron Donating Substituents: Robust Pyrimidine Synthesis.

Authors:  Christopher M Glinkerman; Dale L Boger
Journal:  Org Lett       Date:  2015-07-14       Impact factor: 6.005

4.  Inverse electron demand Diels-Alder reactions of 1,2,3-triazines: pronounced substituent effects on reactivity and cycloaddition scope.

Authors:  Erin D Anderson; Dale L Boger
Journal:  J Am Chem Soc       Date:  2011-07-19       Impact factor: 15.419

5.  Scope of the inverse electron demand Diels-Alder reactions of 1,2,3-triazine.

Authors:  Erin D Anderson; Dale L Boger
Journal:  Org Lett       Date:  2011-04-13       Impact factor: 6.005

6.  Direct Synthesis of β-Aminoenals through Reaction of 1,2,3-Triazine with Secondary Amines.

Authors:  Ryan E Quiñones; Christopher M Glinkerman; Kaicheng Zhu; Dale L Boger
Journal:  Org Lett       Date:  2017-06-28       Impact factor: 6.005

7.  Two novel 1,2,4,5-tetrazines that participate in inverse electron demand Diels-Alder reactions with an unexpected regioselectivity.

Authors:  Akiyuki Hamasaki; Richard Ducray; Dale L Boger
Journal:  J Org Chem       Date:  2006-01-06       Impact factor: 4.354

8.  Divergent, C-C Bond Forming Macrocyclizations Using Modular Sulfonylhydrazone and Derived Substrates.

Authors:  Wenqing Xu; Lauren E Brown; John A Porco
Journal:  J Org Chem       Date:  2021-11-03       Impact factor: 4.354

Review 9.  Lamellarins and related pyrrole-derived alkaloids from marine organisms.

Authors:  Hui Fan; Jiangnan Peng; Mark T Hamann; Jin-Feng Hu
Journal:  Chem Rev       Date:  2007-12-21       Impact factor: 60.622

10.  An intramolecular inverse electron demand Diels-Alder approach to annulated α-carbolines.

Authors:  Zhiyuan Ma; Feng Ni; Grace H C Woo; Sie-Mun Lo; Philip M Roveto; Scott E Schaus; John K Snyder
Journal:  Beilstein J Org Chem       Date:  2012-06-06       Impact factor: 2.883
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