Synthesis of Polyheterocyclic Dimers Containing Restricted and Constrained Peptidomimetics via IMCR-Based Domino/Double CuAAC Click Strategy

Synthesis of Polyheterocyclic Dimers Containing Restricted and Constrained Peptidomimetics via IMCR-Based Domino/Double CuAAC Click Strategy

A novel strategy via the triple process (multicomponent reactions (MCR)-domino)/tandem was developed for the synthesis of restricted and constrained bis-1,2,3-triazole-linked pyrrolo[3,4-<i>b</i>]pyridine peptidomimetics dimers in overall yields of 20–55%. This strategy allows the constr...

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Bibliographic Details
Main Authors: Shrikant G. Pharande, Manuel A. Rentería-Gómez, Rocío Gámez-Montaño
Format: Article
Language:English
Published: MDPI AG 2020-11-01
Series:Molecules
Subjects:
isocyanide-based multicomponent reactions
IMCR-based domino and tandem process
CuAAC click
polyheterocyclic dimers
restricted and constrained peptidomimetics
Online Access:https://www.mdpi.com/1420-3049/25/22/5246
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spelling doaj-532ebde1a4ff402f8f728726696933d12020-11-25T04:07:30ZengMDPI AGMolecules1420-30492020-11-01255246524610.3390/molecules25225246Synthesis of Polyheterocyclic Dimers Containing Restricted and Constrained Peptidomimetics via IMCR-Based Domino/Double CuAAC Click StrategyShrikant G. Pharande0Manuel A. Rentería-Gómez1Rocío Gámez-Montaño2Departamento de Química, División de Ciencias Naturales y Exactas, Universidad de Guanajuato, Noria Alta S/N, Col. Noria Alta, 36050 Guanajuato, MexicoDepartamento de Química, División de Ciencias Naturales y Exactas, Universidad de Guanajuato, Noria Alta S/N, Col. Noria Alta, 36050 Guanajuato, MexicoDepartamento de Química, División de Ciencias Naturales y Exactas, Universidad de Guanajuato, Noria Alta S/N, Col. Noria Alta, 36050 Guanajuato, MexicoA novel strategy via the triple process (multicomponent reactions (MCR)-domino)/tandem was developed for the synthesis of restricted and constrained bis-1,2,3-triazole-linked pyrrolo[3,4-<i>b</i>]pyridine peptidomimetics dimers in overall yields of 20–55%. This strategy allows the construction of six heterocycles in two stages of the reaction.https://www.mdpi.com/1420-3049/25/22/5246isocyanide-based multicomponent reactionsIMCR-based domino and tandem processCuAAC clickpolyheterocyclic dimersrestricted and constrained peptidomimetics
collection DOAJ
language English
format Article
sources DOAJ
author Shrikant G. Pharande
Manuel A. Rentería-Gómez
Rocío Gámez-Montaño
spellingShingle Shrikant G. Pharande
Manuel A. Rentería-Gómez
Rocío Gámez-Montaño
Synthesis of Polyheterocyclic Dimers Containing Restricted and Constrained Peptidomimetics via IMCR-Based Domino/Double CuAAC Click Strategy
Molecules
isocyanide-based multicomponent reactions
IMCR-based domino and tandem process
CuAAC click
polyheterocyclic dimers
restricted and constrained peptidomimetics
author_facet Shrikant G. Pharande
Manuel A. Rentería-Gómez
Rocío Gámez-Montaño
author_sort Shrikant G. Pharande
title Synthesis of Polyheterocyclic Dimers Containing Restricted and Constrained Peptidomimetics via IMCR-Based Domino/Double CuAAC Click Strategy
title_short Synthesis of Polyheterocyclic Dimers Containing Restricted and Constrained Peptidomimetics via IMCR-Based Domino/Double CuAAC Click Strategy
title_full Synthesis of Polyheterocyclic Dimers Containing Restricted and Constrained Peptidomimetics via IMCR-Based Domino/Double CuAAC Click Strategy
title_fullStr Synthesis of Polyheterocyclic Dimers Containing Restricted and Constrained Peptidomimetics via IMCR-Based Domino/Double CuAAC Click Strategy
title_full_unstemmed Synthesis of Polyheterocyclic Dimers Containing Restricted and Constrained Peptidomimetics via IMCR-Based Domino/Double CuAAC Click Strategy
title_sort synthesis of polyheterocyclic dimers containing restricted and constrained peptidomimetics via imcr-based domino/double cuaac click strategy
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2020-11-01
description A novel strategy via the triple process (multicomponent reactions (MCR)-domino)/tandem was developed for the synthesis of restricted and constrained bis-1,2,3-triazole-linked pyrrolo[3,4-<i>b</i>]pyridine peptidomimetics dimers in overall yields of 20–55%. This strategy allows the construction of six heterocycles in two stages of the reaction.
topic isocyanide-based multicomponent reactions
IMCR-based domino and tandem process
CuAAC click
polyheterocyclic dimers
restricted and constrained peptidomimetics
url https://www.mdpi.com/1420-3049/25/22/5246
work_keys_str_mv AT shrikantgpharande synthesisofpolyheterocyclicdimerscontainingrestrictedandconstrainedpeptidomimeticsviaimcrbaseddominodoublecuaacclickstrategy
AT manuelarenteriagomez synthesisofpolyheterocyclicdimerscontainingrestrictedandconstrainedpeptidomimeticsviaimcrbaseddominodoublecuaacclickstrategy
AT rociogamezmontano synthesisofpolyheterocyclicdimerscontainingrestrictedandconstrainedpeptidomimeticsviaimcrbaseddominodoublecuaacclickstrategy
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