A Novel Three-Component Reaction toward Dihydrooxazolopyridines

R. Scheffelaar; M. Paravidino; D. Muilwijk; M. Lutz; A.L Spek; F.J.J. de Kanter; R.V.A. Orru; E. Ruijter

doi:10.1021/ol802515v

A Novel Three-Component Reaction toward Dihydrooxazolopyridines

R. Scheffelaar, M. Paravidino, D. Muilwijk, M. Lutz, A.L Spek, F.J.J. de Kanter, R.V.A. Orru, E. Ruijter

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

Abstract

Isocyano dihydropyridones accessible via a recently reported multicomponent reaction react with aldehydes and amines to afford dihydrooxazolopyridines in high yield. The scope and limitations of this novel multicomponent reaction were investigated. The efficient combination of two highly variable multicomponent reactions allows the construction of a very broad range of dihydrooxazolopyridines, an unexplored class of bicyclic compounds. The implications of the observed reactivity profile for the mechanism of this multicomponent reaction are discussed. © 2009 American Chemical Society.

Original language	English
Pages (from-to)	125-128
Journal	Organic letters
Volume	11
Issue number	1
DOIs	https://doi.org/10.1021/ol802515v
Publication status	Published - 2009

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10.1021/ol802515v

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CCDC 723768: Experimental Crystal Structure Determination
Scheffelaar, R. (Contributor), Paravidino, M. (Contributor), Muilwijk, D. (Contributor), Lutz, M. (Contributor), Spek, A. L. (Contributor), De Kanter, F. J. J. (Contributor), Orru, R. V. A. (Contributor) & Ruijter, E. (Contributor), Unknown Publisher, 1 Jan 2009
DOI: 10.5517/ccs94ck, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccs94ck&sid=DataCite
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title = "A Novel Three-Component Reaction toward Dihydrooxazolopyridines",

abstract = "Isocyano dihydropyridones accessible via a recently reported multicomponent reaction react with aldehydes and amines to afford dihydrooxazolopyridines in high yield. The scope and limitations of this novel multicomponent reaction were investigated. The efficient combination of two highly variable multicomponent reactions allows the construction of a very broad range of dihydrooxazolopyridines, an unexplored class of bicyclic compounds. The implications of the observed reactivity profile for the mechanism of this multicomponent reaction are discussed. {\textcopyright} 2009 American Chemical Society.",

author = "R. Scheffelaar and M. Paravidino and D. Muilwijk and M. Lutz and A.L Spek and {de Kanter}, F.J.J. and R.V.A. Orru and E. Ruijter",

year = "2009",

doi = "10.1021/ol802515v",

language = "English",

volume = "11",

pages = "125--128",

journal = "Organic letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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T1 - A Novel Three-Component Reaction toward Dihydrooxazolopyridines

AU - Scheffelaar, R.

AU - Paravidino, M.

AU - Muilwijk, D.

AU - Lutz, M.

AU - Spek, A.L

AU - de Kanter, F.J.J.

AU - Orru, R.V.A.

AU - Ruijter, E.

PY - 2009

Y1 - 2009

N2 - Isocyano dihydropyridones accessible via a recently reported multicomponent reaction react with aldehydes and amines to afford dihydrooxazolopyridines in high yield. The scope and limitations of this novel multicomponent reaction were investigated. The efficient combination of two highly variable multicomponent reactions allows the construction of a very broad range of dihydrooxazolopyridines, an unexplored class of bicyclic compounds. The implications of the observed reactivity profile for the mechanism of this multicomponent reaction are discussed. © 2009 American Chemical Society.

AB - Isocyano dihydropyridones accessible via a recently reported multicomponent reaction react with aldehydes and amines to afford dihydrooxazolopyridines in high yield. The scope and limitations of this novel multicomponent reaction were investigated. The efficient combination of two highly variable multicomponent reactions allows the construction of a very broad range of dihydrooxazolopyridines, an unexplored class of bicyclic compounds. The implications of the observed reactivity profile for the mechanism of this multicomponent reaction are discussed. © 2009 American Chemical Society.

U2 - 10.1021/ol802515v

DO - 10.1021/ol802515v

M3 - Article

SN - 1523-7060

VL - 11

SP - 125

EP - 128

JO - Organic letters

JF - Organic letters

IS - 1

ER -

A Novel Three-Component Reaction toward Dihydrooxazolopyridines

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CCDC 723768: Experimental Crystal Structure Determination

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