Highly efficient synthesis of extended triptycenes via Diels-Alder cycloaddition in water under microwave radiation

Bao Jian Pei; Albert W.M. Lee

doi:10.1016/j.tetlet.2010.06.097

Highly efficient synthesis of extended triptycenes via Diels-Alder cycloaddition in water under microwave radiation

Bao Jian Pei
, Albert W.M. Lee

Department of Chemistry

Research output: Contribution to journal › Journal article › peer-review

12 Citations (Scopus)

Abstract

Microwave-irradiated Diels-Alder reactions of anthracene and endoxides (6a-g) in water afforded the cycloadducts (8a-g) with high efficiencies. The extended triptycenes (2a-g) were readily obtained by dehydration of 8a-g in a mixture of AcOH and Ac₂O with good overall yields.

Original language	English
Pages (from-to)	4519-4522
Number of pages	4
Journal	Tetrahedron Letters
Volume	51
Issue number	34
DOIs	https://doi.org/10.1016/j.tetlet.2010.06.097
Publication status	Published - 25 Aug 2010

User-Defined Keywords

Dehydration
Diels-Alder cycloaddition
Endoxides
Extended triptycene
Microwave

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10.1016/j.tetlet.2010.06.097

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@article{84d87a97a2a548b5bab0d142fdba9273,

title = "Highly efficient synthesis of extended triptycenes via Diels-Alder cycloaddition in water under microwave radiation",

abstract = "Microwave-irradiated Diels-Alder reactions of anthracene and endoxides (6a-g) in water afforded the cycloadducts (8a-g) with high efficiencies. The extended triptycenes (2a-g) were readily obtained by dehydration of 8a-g in a mixture of AcOH and Ac2O with good overall yields.",

keywords = "Dehydration, Diels-Alder cycloaddition, Endoxides, Extended triptycene, Microwave",

author = "Pei, \{Bao Jian\} and Lee, \{Albert W.M.\}",

note = "Funding Information: Financial support from the Hong Kong Research Grants Council (HKBU 201307 ) is gratefully acknowledged.",

year = "2010",

month = aug,

day = "25",

doi = "10.1016/j.tetlet.2010.06.097",

language = "English",

volume = "51",

pages = "4519--4522",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

number = "34",

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TY - JOUR

T1 - Highly efficient synthesis of extended triptycenes via Diels-Alder cycloaddition in water under microwave radiation

AU - Pei, Bao Jian

AU - Lee, Albert W.M.

N1 - Funding Information: Financial support from the Hong Kong Research Grants Council (HKBU 201307 ) is gratefully acknowledged.

PY - 2010/8/25

Y1 - 2010/8/25

N2 - Microwave-irradiated Diels-Alder reactions of anthracene and endoxides (6a-g) in water afforded the cycloadducts (8a-g) with high efficiencies. The extended triptycenes (2a-g) were readily obtained by dehydration of 8a-g in a mixture of AcOH and Ac2O with good overall yields.

AB - Microwave-irradiated Diels-Alder reactions of anthracene and endoxides (6a-g) in water afforded the cycloadducts (8a-g) with high efficiencies. The extended triptycenes (2a-g) were readily obtained by dehydration of 8a-g in a mixture of AcOH and Ac2O with good overall yields.

KW - Dehydration

KW - Diels-Alder cycloaddition

KW - Endoxides

KW - Extended triptycene

KW - Microwave

UR - https://www.scopus.com/pages/publications/77955714427

U2 - 10.1016/j.tetlet.2010.06.097

DO - 10.1016/j.tetlet.2010.06.097

M3 - Journal article

AN - SCOPUS:77955714427

SN - 0040-4039

VL - 51

SP - 4519

EP - 4522

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 34

ER -

Highly efficient synthesis of extended triptycenes via Diels-Alder cycloaddition in water under microwave radiation

Abstract

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