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The trapping of 6,6-dimethylisobenzofulvene by its 1,3-dipolar precursor : a rare example of dipolar[6 4] cycloaddition

journal contribution
posted on 06.12.2017, 00:00 authored by Ronald WarrenerRonald Warrener, Douglas ButlerDouglas Butler, M Hammond
A new route to isobenzofuran and isobenzofulvene is reported that is proposed to involve the 14e electrocyclic fragmentation of a transient 1,3-dipolar intermediate formed by ring-opening of a fused aziridinocyclobutane. 6,6-Dimethylisobenzofulvene generated in this way reacts with its 1,3-dipole precursor to form a [10pi + 4pi] cycloadduct, the first of this type involving the participation of a 1,3-dipolar species.

Funding

Category 1 - Australian Competitive Grants (this includes ARC, NHMRC)

History

Volume

31

Issue

8

Start Page

1167

End Page

1175

Number of Pages

9

ISSN

0039-7911

Location

London, UK

Publisher

Taylor and Francis

Language

en-aus

Peer Reviewed

Yes

Open Access

No

Era Eligible

No

Journal

Synthetic communications.

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