A Universal Isocyanide for Diverse Heterocycle Syntheses

Pravin Patil; Alexander Dömling; Kareem Khoury; Eberhardt Herdtweck

doi:10.1021/ol5024882

A Universal Isocyanide for Diverse Heterocycle Syntheses

Pravin Patil, Alexander Dömling^*, Kareem Khoury, Eberhardt Herdtweck

^*Corresponding author for this work

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

24 Citations (Scopus)

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Abstract

Novel scaffolds are of uttermost importance for the discovery of functional material. Three different heterocyclic scaffolds easily accessible from isocyanoacetaldehyde dimethylacetal 1 by multicomponent reaction (MCR) are described. They can be efficiently synthesized by a Ugi tetrazole multicomponent reaction of 1. We discuss the synthesis, 3D structures, and other physicochemical properties.

Original language	English
Pages (from-to)	5736-5739
Number of pages	4
Journal	Organic letters
Volume	16
Issue number	21
DOIs	https://doi.org/10.1021/ol5024882
Publication status	Published - 7-Nov-2014

Keywords

acetal derivative
acetaldehyde
cyanide
heterocyclic compound
analogs and derivatives
catalysis
chemical structure
chemistry
synthesis

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10.1021/ol5024882Licence: Other

A universal isocyanide for diverse heterocycle synthesesFinal publisher's version, 1.61 MBLicence: Other

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24 Citations
3 Digital or Visual Products

CCDC 1423529: Experimental Crystal Structure Determination
Patil, P., Khoury, K., Herdtweck, E. & Dömling, A., 2015
Research output: Non-textual form › Digital or Visual Products › Academic
CCDC 1423530: Experimental Crystal Structure Determination
Patil, P., Khoury, K., Herdtweck, E. & Dömling, A., 2015
Research output: Non-textual form › Digital or Visual Products › Academic
CCDC 1423531: Experimental Crystal Structure Determination
Patil, P., Khoury, K., Herdtweck, E. & Dömling, A., 2015
Research output: Non-textual form › Digital or Visual Products › Academic

CCDC 1423529: Experimental Crystal Structure Determination
Patil, P. (Contributor), Khoury, K. (Contributor), Herdtweck, E. (Contributor) & Dömling, A. (Contributor), University of Groningen, 10-Sept-2015
DOI: 10.5517/cc1js99x
Dataset
CCDC 1423530: Experimental Crystal Structure Determination
Patil, P. (Contributor), Khoury, K. (Contributor), Herdtweck, E. (Contributor) & Dömling, A. (Contributor), University of Groningen, 10-Sept-2015
DOI: 10.5517/cc1js9by
Dataset
CCDC 1423531: Experimental Crystal Structure Determination
Patil, P. (Contributor), Khoury, K. (Contributor), Herdtweck, E. (Contributor) & Dömling, A. (Contributor), University of Groningen, 10-Sept-2015
DOI: 10.5517/cc1js9cz
Dataset

Cite this

@article{39d98b76e70a42e3ab1933760bf945c5,

title = "A Universal Isocyanide for Diverse Heterocycle Syntheses",

abstract = "Novel scaffolds are of uttermost importance for the discovery of functional material. Three different heterocyclic scaffolds easily accessible from isocyanoacetaldehyde dimethylacetal 1 by multicomponent reaction (MCR) are described. They can be efficiently synthesized by a Ugi tetrazole multicomponent reaction of 1. We discuss the synthesis, 3D structures, and other physicochemical properties.",

keywords = "acetal derivative, acetaldehyde, cyanide, heterocyclic compound, analogs and derivatives, catalysis, chemical structure, chemistry, synthesis",

author = "Pravin Patil and Alexander D{\"o}mling and Kareem Khoury and Eberhardt Herdtweck",

year = "2014",

month = nov,

day = "7",

doi = "10.1021/ol5024882",

language = "English",

volume = "16",

pages = "5736--5739",

journal = "Organic letters",

issn = "1523-7060",

publisher = "AMER CHEMICAL SOC INC",

number = "21",

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TY - JOUR

T1 - A Universal Isocyanide for Diverse Heterocycle Syntheses

AU - Patil, Pravin

AU - Dömling, Alexander

AU - Khoury, Kareem

AU - Herdtweck, Eberhardt

PY - 2014/11/7

Y1 - 2014/11/7

N2 - Novel scaffolds are of uttermost importance for the discovery of functional material. Three different heterocyclic scaffolds easily accessible from isocyanoacetaldehyde dimethylacetal 1 by multicomponent reaction (MCR) are described. They can be efficiently synthesized by a Ugi tetrazole multicomponent reaction of 1. We discuss the synthesis, 3D structures, and other physicochemical properties.

AB - Novel scaffolds are of uttermost importance for the discovery of functional material. Three different heterocyclic scaffolds easily accessible from isocyanoacetaldehyde dimethylacetal 1 by multicomponent reaction (MCR) are described. They can be efficiently synthesized by a Ugi tetrazole multicomponent reaction of 1. We discuss the synthesis, 3D structures, and other physicochemical properties.

KW - acetal derivative

KW - acetaldehyde

KW - cyanide

KW - heterocyclic compound

KW - analogs and derivatives

KW - catalysis

KW - chemical structure

KW - chemistry

KW - synthesis

U2 - 10.1021/ol5024882

DO - 10.1021/ol5024882

M3 - Article

C2 - 25351886

SN - 1523-7060

VL - 16

SP - 5736

EP - 5739

JO - Organic letters

JF - Organic letters

IS - 21

ER -

A Universal Isocyanide for Diverse Heterocycle Syntheses

Abstract

Keywords

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Research output

CCDC 1423529: Experimental Crystal Structure Determination

CCDC 1423530: Experimental Crystal Structure Determination

CCDC 1423531: Experimental Crystal Structure Determination

Datasets

CCDC 1423529: Experimental Crystal Structure Determination

CCDC 1423530: Experimental Crystal Structure Determination

CCDC 1423531: Experimental Crystal Structure Determination

Cite this