Literature DB >> 23331054

Tritylamine as an ammonia surrogate in the Ugi tetrazole synthesis.

Ting Zhao1, André Boltjes, Eberhardt Herdtweck, Alexander Dömling.   

Abstract

The role of tritylamine is introduced as a convenient ammonia substitute in the Ugi tetrazole synthesis. Fifteen examples and their mild cleavage products are described in satisfactory to good yields. N-Unsubstituted α-aminotetrazoles are important compounds with annotated biological activities, and the described two-step synthesis provided an alternative route to otherwise difficult to access derivatives.

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Year:  2013        PMID: 23331054     DOI: 10.1021/ol303348m

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  12 in total

1.  With unprotected amino acids to tetrazolo peptidomimetics.

Authors:  Rudrakshula Madhavachary; Qian Wang; Alexander Dömling
Journal:  Chem Commun (Camb)       Date:  2017-07-27       Impact factor: 6.222

2.  MCR synthesis of a tetracyclic tetrazole scaffold.

Authors:  Pravin Patil; Kareem Khoury; Eberhardt Herdtweck; Alexander Dömling
Journal:  Bioorg Med Chem       Date:  2014-12-20       Impact factor: 3.641

Review 3.  Tetrazoles via Multicomponent Reactions.

Authors:  Constantinos G Neochoritis; Ting Zhao; Alexander Dömling
Journal:  Chem Rev       Date:  2019-02-01       Impact factor: 60.622

4.  Ugi 4-CR Synthesis of γ- and δ-Lactams providing new access to diverse enzyme interactions, a PDB analysis.

Authors:  André Boltjes; George P Liao; Ting Zhao; Eberhardt Herdtweck; Alexander Dömling
Journal:  Medchemcomm       Date:  2014-07-01       Impact factor: 3.597

5.  Concise Synthesis of Tetrazole-keto-piperazines by Two Consecutive Ugi Reactions.

Authors:  Tryfon Zarganes-Tzitzikas; Pravin Patil; Kareem Khoury; Eberhardt Herdtweck; Alexander Dömling
Journal:  European J Org Chem       Date:  2014-11-17

6.  α-Amino Acid-Isosteric α-Amino Tetrazoles.

Authors:  Ting Zhao; Katarzyna Kurpiewska; Justyna Kalinowska-Tłuścik; Eberhardt Herdtweck; Alexander Dömling
Journal:  Chemistry       Date:  2016-01-28       Impact factor: 5.236

7.  Ammonia-Promoted One-Pot Tetrazolopiperidinone Synthesis by Ugi Reaction.

Authors:  Pravin Patil; Katarzyna Kurpiewska; Justyna Kalinowska-Tłuścik; Alexander Dömling
Journal:  ACS Comb Sci       Date:  2017-03-08       Impact factor: 3.784

8.  Multicomponent Reaction Based Synthesis of 1-Tetrazolylimidazo[1,5- a]pyridines.

Authors:  Santosh Kurhade; Elmar Diekstra; Fandi Sutanto; Katarzyna Kurpiewska; Justyna Kalinowska-Tłuścik; Alexander Dömling
Journal:  Org Lett       Date:  2018-06-26       Impact factor: 6.005

9.  Gold-catalyzed synthesis of tetrazoles from alkynes by C-C bond cleavage.

Authors:  Morgane Gaydou; Antonio M Echavarren
Journal:  Angew Chem Int Ed Engl       Date:  2013-11-13       Impact factor: 15.336

Review 10.  Library-to-Library Synthesis of Highly Substituted α-Aminomethyl Tetrazoles via Ugi Reaction.

Authors:  Pravin Patil; Bhupendra Mishra; Gitanjali Sheombarsing; Katarzyna Kurpiewska; Justyna Kalinowska-Tłuścik; Alexander Dömling
Journal:  ACS Comb Sci       Date:  2018-01-04       Impact factor: 3.784

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