Tritylamine as an Ammonia Surrogate in the Ugi Tetrazole Synthesis

Ting Zhao; Andre Boltjes; Eberhardt Herdtweck; Alexander Doemling

doi:10.1021/ol303348m

Tritylamine as an Ammonia Surrogate in the Ugi Tetrazole Synthesis

Ting Zhao, Andre Boltjes, Eberhardt Herdtweck, Alexander Doemling^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

47 Citations (Scopus)

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 alpha-aminotetrazoles are important compounds with annotated biological activities, and the described two-step synthesis provided an alternative route to otherwise difficult to access derivatives.

Original language	English
Pages (from-to)	639-641
Number of pages	3
Journal	Organic letters
Volume	15
Issue number	3
DOIs	https://doi.org/10.1021/ol303348m
Publication status	Published - 1-Feb-2013

Keywords

4-COMPONENT REACTION
DERIVATIVES
ACID

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Tritylamine as an Ammonia Surrogate in the Ugi Tetrazole Synthesis
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CCDC 903083: Experimental Crystal Structure Determination
Zhao, T. (Contributor), Boltjes, A. (Contributor), Herdtweck, E. (Contributor) & Dömling, A. (Contributor), University of Groningen, 26-Sept-2012
DOI: 10.5517/ccz9qqp
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CCDC 903084: Experimental Crystal Structure Determination
Zhao, T. (Contributor), Boltjes, A. (Contributor), Herdtweck, E. (Contributor) & Dömling, A. (Contributor), University of Groningen, 26-Sept-2012
DOI: 10.5517/ccz9qrq
Dataset
CCDC 1950908: Experimental Crystal Structure Determination
Zhao, T. (Contributor), Boltjes, A. (Contributor), Herdtweck, E. (Contributor) & Dömling, A. (Contributor), University of Groningen, 2-Sept-2019
DOI: 10.5517/ccdc.csd.cc23h2j7
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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 alpha-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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AU - Zhao, Ting

AU - Boltjes, Andre

AU - Herdtweck, Eberhardt

AU - Doemling, Alexander

PY - 2013/2/1

Y1 - 2013/2/1

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AB - 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 alpha-aminotetrazoles are important compounds with annotated biological activities, and the described two-step synthesis provided an alternative route to otherwise difficult to access derivatives.

KW - 4-COMPONENT REACTION

KW - DERIVATIVES

KW - ACID

U2 - 10.1021/ol303348m

DO - 10.1021/ol303348m

M3 - Article

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JO - Org.Lett.

JF - Org.Lett.

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Tritylamine as an Ammonia Surrogate in the Ugi Tetrazole Synthesis

Abstract

Keywords

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Datasets

CCDC 903083: Experimental Crystal Structure Determination

CCDC 903084: Experimental Crystal Structure Determination

CCDC 1950908: Experimental Crystal Structure Determination

Cite this