An efficient synthesis of trisubstituted oxazoles via chemoselective o-acylations and intramolecular wittig reactions

Yi Ling Tsai; Yu Shiou Fan; Chia Jui Lee; Chan Hui Huang; Utpal Das; Wenwei Lin

doi:10.1039/c3cc45862h

An efficient synthesis of trisubstituted oxazoles via chemoselective o-acylations and intramolecular wittig reactions

Yi Ling Tsai, Yu Shiou Fan, Chia Jui Lee, Chan Hui Huang, Utpal Das, Wenwei Lin^*

^*Corresponding author for this work

Department of Chemistry

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

2 Citations (Scopus)

Abstract

Preparation of new types of trisubstituted oxazoles is realized via chemoselective O-acylations and intramolecular Wittig reactions with ester functionalities using in situ formed phosphorus ylides as key intermediates. A plausible reaction mechanism for this undiscovered chemistry is also proposed based on the existence of expected and rearranged isomeric oxazoles.

Original language	English
Pages (from-to)	10308-10310
Number of pages	3
Journal	Chemical Communications
Volume	49
Issue number	87
DOIs	https://doi.org/10.1039/c3cc45862h
Publication status	Published - 2013 Oct 8

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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abstract = "Preparation of new types of trisubstituted oxazoles is realized via chemoselective O-acylations and intramolecular Wittig reactions with ester functionalities using in situ formed phosphorus ylides as key intermediates. A plausible reaction mechanism for this undiscovered chemistry is also proposed based on the existence of expected and rearranged isomeric oxazoles.",

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T1 - An efficient synthesis of trisubstituted oxazoles via chemoselective o-acylations and intramolecular wittig reactions

AU - Tsai, Yi Ling

AU - Fan, Yu Shiou

AU - Lee, Chia Jui

AU - Huang, Chan Hui

AU - Das, Utpal

AU - Lin, Wenwei

PY - 2013/10/8

Y1 - 2013/10/8

N2 - Preparation of new types of trisubstituted oxazoles is realized via chemoselective O-acylations and intramolecular Wittig reactions with ester functionalities using in situ formed phosphorus ylides as key intermediates. A plausible reaction mechanism for this undiscovered chemistry is also proposed based on the existence of expected and rearranged isomeric oxazoles.

AB - Preparation of new types of trisubstituted oxazoles is realized via chemoselective O-acylations and intramolecular Wittig reactions with ester functionalities using in situ formed phosphorus ylides as key intermediates. A plausible reaction mechanism for this undiscovered chemistry is also proposed based on the existence of expected and rearranged isomeric oxazoles.

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DO - 10.1039/c3cc45862h

M3 - Article

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JO - Chemical Communications

JF - Chemical Communications

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ER -

An efficient synthesis of trisubstituted oxazoles via chemoselective o-acylations and intramolecular wittig reactions

Abstract

ASJC Scopus subject areas

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