Chemistry of  o ‐Benzoquinones and Masked  o ‐Benzoquinones. VI. Cycloaddition of 6, 9 Dipropyl‐1, 4‐Dioxaspiro[4.5] Deca‐6, 8‐Dien‐2, 10‐Dione with Cycloheptatriene | Zendy

Hsu Y. H. | Zendy; Kuo L. C. | Zendy; Liao C. C. | Zendy

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Chemistry of o ‐Benzoquinones and Masked o ‐Benzoquinones. VI. Cycloaddition of 6, 9 Dipropyl‐1, 4‐Dioxaspiro[4.5] Deca‐6, 8‐Dien‐2, 10‐Dione with Cycloheptatriene

Author(s) -

Hsu Y. H.,

Kuo L. C.,

Liao C. C.

Publication year - 1984

Publication title -

journal of the chinese chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.329

H-Index - 45

eISSN - 2192-6549

pISSN - 0009-4536

DOI - 10.1002/jccs.198400027

Subject(s) - chemistry , cycloheptatriene , cycloaddition , dehydrogenation , deca , benzoquinone , medicinal chemistry , adduct , hydrolysis , catechol , organic chemistry , catalysis

Cycloaddition of masked o ‐benzoquinone, 6,9‐dipropyl‐1, 4‐dioxaspiro[4.5]deca‐6, 8‐dien‐2,10‐dione, with cycloheptatriene afforded mainly [4π+2π] adducts which was transformed into 1, 4‐dipropyl‐5H‐benzocycloheptene by hydrolysis, photolysis and dehydrogenation consecutively. These reaction sequences represent a novel method for the synthesis of 5H‐benzocycloheptene from catechol via masked o ‐benzoquinone.

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