Ammonia-Promoted One-Pot Tetrazolopiperidinone Synthesis by Ugi Reaction

Pravin Patil; Katarzyna Kurpiewska; Justyna Kalinowska-Tłuścik; Alexander Dömling

doi:10.1021/acscombsci.7b00033

Ammonia-Promoted One-Pot Tetrazolopiperidinone Synthesis by Ugi Reaction

Pravin Patil, Katarzyna Kurpiewska, Justyna Kalinowska-Tłuścik, Alexander Dömling

Onderzoeksoutput › Academic › peer review

14 Citaten (Scopus)

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Ammonia in the tetrazole Ugi variation together with α-amino acid methyl ester-derived isocyanides provides tetrazolopiperidinones in good to high yields in one pot. The scope and limitations of this reaction were investigated by performing >70 reactions. The scaffold is useful to fill high-throughput screening decks and in structure-based drug design.

Originele taal-2	English
Pagina's (van-tot)	343-350
Aantal pagina's	8
Tijdschrift	Acs combinatorial science
Volume	19
Nummer van het tijdschrift	5
DOI's	https://doi.org/10.1021/acscombsci.7b00033
Status	Published - 8-mei-2017

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10.1021/acscombsci.7b00033Licentie: CC BY-NC-ND

Ammonia-Promoted One-Pot Tetrazolopiperidinone Synthesis by Ugi ReactionFinal publisher's version, 4,41 MBLicentie: CC BY-NC-ND

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Permanente koppeling

CCDC 1485229: Experimental Crystal Structure Determination
Patil, P. (Contributor), Kurpiewska, K. (Contributor), Kalinowska-Tłuścik, J. (Contributor) & Dömling, A. (Contributor), University of Groningen, 13-jun.-2016
DOI: 10.5517/ccdc.csd.cc1lvhmk
Dataset
CCDC 1485018: Experimental Crystal Structure Determination
Patil, P. (Contributor), Kurpiewska, K. (Contributor), Kalinowska-Tłuścik, J. (Contributor) & Dömling, A. (Contributor), University of Groningen, 13-jun.-2016
DOI: 10.5517/ccdc.csd.cc1lv8tj
Dataset
CCDC 1485014: Experimental Crystal Structure Determination
Patil, P. (Contributor), Kurpiewska, K. (Contributor), Kalinowska-Tłuścik, J. (Contributor) & Dömling, A. (Contributor), University of Groningen, 13-jun.-2016
DOI: 10.5517/ccdc.csd.cc1lv8pd
Dataset

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@article{b39afdecf64946d7bd766bd15e92c27b,

title = "Ammonia-Promoted One-Pot Tetrazolopiperidinone Synthesis by Ugi Reaction",

abstract = "Ammonia in the tetrazole Ugi variation together with α-amino acid methyl ester-derived isocyanides provides tetrazolopiperidinones in good to high yields in one pot. The scope and limitations of this reaction were investigated by performing >70 reactions. The scaffold is useful to fill high-throughput screening decks and in structure-based drug design.",

keywords = "ammonia Ugi reaction, European Lead Factory, isocyanide, multicomponent reaction, tetrazolopiperidinone, Ugi reaction, amino acid, ammonia, cyanide, ester, piperidone derivative, tetrazole derivative, chemical structure, chemistry, human, molecular library, synthesis",

author = "Pravin Patil and Katarzyna Kurpiewska and Justyna Kalinowska-T{\l}u{\'s}cik and Alexander D{\"o}mling",

year = "2017",

month = may,

day = "8",

doi = "10.1021/acscombsci.7b00033",

language = "English",

volume = "19",

pages = "343--350",

journal = "Acs combinatorial science",

issn = "2156-8952",

publisher = "AMER CHEMICAL SOC",

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TY - JOUR

T1 - Ammonia-Promoted One-Pot Tetrazolopiperidinone Synthesis by Ugi Reaction

AU - Patil, Pravin

AU - Kurpiewska, Katarzyna

AU - Kalinowska-Tłuścik, Justyna

AU - Dömling, Alexander

PY - 2017/5/8

Y1 - 2017/5/8

N2 - Ammonia in the tetrazole Ugi variation together with α-amino acid methyl ester-derived isocyanides provides tetrazolopiperidinones in good to high yields in one pot. The scope and limitations of this reaction were investigated by performing >70 reactions. The scaffold is useful to fill high-throughput screening decks and in structure-based drug design.

AB - Ammonia in the tetrazole Ugi variation together with α-amino acid methyl ester-derived isocyanides provides tetrazolopiperidinones in good to high yields in one pot. The scope and limitations of this reaction were investigated by performing >70 reactions. The scaffold is useful to fill high-throughput screening decks and in structure-based drug design.

KW - ammonia Ugi reaction

KW - European Lead Factory

KW - isocyanide

KW - multicomponent reaction

KW - tetrazolopiperidinone

KW - Ugi reaction

KW - amino acid

KW - ammonia

KW - cyanide

KW - ester

KW - piperidone derivative

KW - tetrazole derivative

KW - chemical structure

KW - chemistry

KW - human

KW - molecular library

KW - synthesis

U2 - 10.1021/acscombsci.7b00033

DO - 10.1021/acscombsci.7b00033

M3 - Article

VL - 19

SP - 343

EP - 350

JO - Acs combinatorial science

JF - Acs combinatorial science

SN - 2156-8952

IS - 5

ER -

Ammonia-Promoted One-Pot Tetrazolopiperidinone Synthesis by Ugi Reaction

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Datasets

CCDC 1485229: Experimental Crystal Structure Determination

CCDC 1485018: Experimental Crystal Structure Determination

CCDC 1485014: Experimental Crystal Structure Determination

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