Cycloaddition reactions of azide, furan, and pyrrole units with benzynes generated by the hexadehydro-diels-alder (HDDA) reaction

Junhua Chen; Beeraiah Baire; Thomas R. Hoye

doi:10.3987/COM-13-S(S)83

Cycloaddition reactions of azide, furan, and pyrrole units with benzynes generated by the hexadehydro-diels-alder (HDDA) reaction

Junhua Chen
, Beeraiah Baire
, Thomas R. Hoye

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

25 Scopus citations

Abstract

Benzynes can be generated by the intramolecular thermal cycloisomerization of triynes-the title HDDA reaction. We report here that these can be trapped by cycloaddition reaction with trimethylsilyl azide (1,3-dipolar) or a furan or pyrrole (4+2 Diels-Alder).

Original language	English (US)
Pages (from-to)	1191-1200
Number of pages	10
Journal	Heterocycles
Volume	88
Issue number	2
DOIs	https://doi.org/10.3987/COM-13-S(S)83
State	Published - 2014

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title = "Cycloaddition reactions of azide, furan, and pyrrole units with benzynes generated by the hexadehydro-diels-alder (HDDA) reaction",

abstract = "Benzynes can be generated by the intramolecular thermal cycloisomerization of triynes-the title HDDA reaction. We report here that these can be trapped by cycloaddition reaction with trimethylsilyl azide (1,3-dipolar) or a furan or pyrrole (4+2 Diels-Alder).",

author = "Junhua Chen and Beeraiah Baire and Hoye, \{Thomas R.\}",

year = "2014",

doi = "10.3987/COM-13-S(S)83",

language = "English (US)",

volume = "88",

pages = "1191--1200",

journal = "Heterocycles",

issn = "0385-5414",

publisher = "Japan Institute of Heterocyclic Chemistry",

number = "2",

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TY - JOUR

T1 - Cycloaddition reactions of azide, furan, and pyrrole units with benzynes generated by the hexadehydro-diels-alder (HDDA) reaction

AU - Chen, Junhua

AU - Baire, Beeraiah

AU - Hoye, Thomas R.

PY - 2014

Y1 - 2014

N2 - Benzynes can be generated by the intramolecular thermal cycloisomerization of triynes-the title HDDA reaction. We report here that these can be trapped by cycloaddition reaction with trimethylsilyl azide (1,3-dipolar) or a furan or pyrrole (4+2 Diels-Alder).

AB - Benzynes can be generated by the intramolecular thermal cycloisomerization of triynes-the title HDDA reaction. We report here that these can be trapped by cycloaddition reaction with trimethylsilyl azide (1,3-dipolar) or a furan or pyrrole (4+2 Diels-Alder).

UR - https://www.scopus.com/pages/publications/84890901643

UR - https://www.scopus.com/pages/publications/84890901643#tab=citedBy

U2 - 10.3987/COM-13-S(S)83

DO - 10.3987/COM-13-S(S)83

M3 - Article

AN - SCOPUS:84890901643

SN - 0385-5414

VL - 88

SP - 1191

EP - 1200

JO - Heterocycles

JF - Heterocycles

IS - 2

ER -

Cycloaddition reactions of azide, furan, and pyrrole units with benzynes generated by the hexadehydro-diels-alder (HDDA) reaction

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