Syntheses of p-terphenyls and 11,12-dihydroindeno[2,1-a]fluorene by one-pot benzannulation of Diels–Alder reactions of trans-1,2-dichloroethene and dienes

A series of substituted p-terphenyls and 11,12-dihydroindeno[2,1-a]fluorene were successfully synthesized by one-pot benzannulation of Diels–Alder reaction with 1,2-dichloroethene as an acetylene equivalent dienophile. Two chlorine atoms could be good leaving groups to easily undergo subsequent elim...

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Bibliographic Details
Published inTetrahedron letters Vol. 54; no. 15; pp. 1991 - 1993
Main Authors Ho, Jinn-Hsuan, Lin, Yu-Chen, Chou, Li-Ting, Chen, Ying-Zhe, Liu, Wei-Qi, Chuang, Chao-Li
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 10.04.2013
Elsevier
Subjects
1,2-Dichloroethene
Chemistry
Chemistry, Organic
Diels–Alder reaction
Indenofluorene
One-pot benzannulation
p-Terphenyls
Physical Sciences
Science & Technology
One-pot benzannulation
p-Terphenyls
1,2-Dichloroethene
Diels–Alder reaction
Indenofluorene
CYCLOADDITION
ETHERS
UNIT
PHENYL VINYL SULFOXIDE
ACETYLENE EQUIVALENT
Diels-Alder reaction
CATALYZED 4+2 BENZANNULATION
DERIVATIVES
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Summary:A series of substituted p-terphenyls and 11,12-dihydroindeno[2,1-a]fluorene were successfully synthesized by one-pot benzannulation of Diels–Alder reaction with 1,2-dichloroethene as an acetylene equivalent dienophile. Two chlorine atoms could be good leaving groups to easily undergo subsequent elimination reactions of Diels–Alder products at a high temperature.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2013.02.002