Photochemistry of 1-allyl-naphthalen-2(1H)-ones: A revised mechanism for the formation of benzotricyclo[3.3.1.02,7]nonen-8-ones.

Niall W.A. Geraghty; Michael J. Monaghan; Noreen M. Hanley

doi:10.1016/S0040-4039(00)96611-5

Photochemistry of 1-allyl-naphthalen-2(1H)-ones: A revised mechanism for the formation of benzotricyclo[3.3.1.02,7]nonen-8-ones.

Niall W.A. Geraghty
, Michael J. Monaghan
, Noreen M. Hanley

Cellular & Molecular Medicine

University of Galway

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

5 Citations (Scopus)

Abstract

The photochemistry of a series of 1-alkenyl-naphthalen-2(1H)-ones suggests that the formation of benzotricyclo[3.3.1.0^2,7]nonen-8-ones involves an ambident benzyl radical which gives these products on ring closure at the endocyclic carbon; ring closure at the exocyclic carbon gives the normal [2+2] enone-olefin cycloaddition products.

Original language	English
Pages (from-to)	4729-4732
Number of pages	4
Journal	Tetrahedron Letters
Volume	28
Issue number	40
DOIs	https://doi.org/10.1016/S0040-4039(00)96611-5
Publication status	Published - 1987

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title = "Photochemistry of 1-allyl-naphthalen-2(1H)-ones: A revised mechanism for the formation of benzotricyclo[3.3.1.02,7]nonen-8-ones.",

abstract = "The photochemistry of a series of 1-alkenyl-naphthalen-2(1H)-ones suggests that the formation of benzotricyclo[3.3.1.02,7]nonen-8-ones involves an ambident benzyl radical which gives these products on ring closure at the endocyclic carbon; ring closure at the exocyclic carbon gives the normal [2+2] enone-olefin cycloaddition products.",

author = "Geraghty, \{Niall W.A.\} and Monaghan, \{Michael J.\} and Hanley, \{Noreen M.\}",

year = "1987",

doi = "10.1016/S0040-4039(00)96611-5",

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journal = "Tetrahedron Letters",

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T1 - Photochemistry of 1-allyl-naphthalen-2(1H)-ones

T2 - A revised mechanism for the formation of benzotricyclo[3.3.1.02,7]nonen-8-ones.

AU - Geraghty, Niall W.A.

AU - Monaghan, Michael J.

AU - Hanley, Noreen M.

PY - 1987

Y1 - 1987

N2 - The photochemistry of a series of 1-alkenyl-naphthalen-2(1H)-ones suggests that the formation of benzotricyclo[3.3.1.02,7]nonen-8-ones involves an ambident benzyl radical which gives these products on ring closure at the endocyclic carbon; ring closure at the exocyclic carbon gives the normal [2+2] enone-olefin cycloaddition products.

AB - The photochemistry of a series of 1-alkenyl-naphthalen-2(1H)-ones suggests that the formation of benzotricyclo[3.3.1.02,7]nonen-8-ones involves an ambident benzyl radical which gives these products on ring closure at the endocyclic carbon; ring closure at the exocyclic carbon gives the normal [2+2] enone-olefin cycloaddition products.

UR - https://www.scopus.com/pages/publications/45949126492

U2 - 10.1016/S0040-4039(00)96611-5

DO - 10.1016/S0040-4039(00)96611-5

M3 - Article

AN - SCOPUS:45949126492

SN - 0040-4039

VL - 28

SP - 4729

EP - 4732

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 40

ER -

Photochemistry of 1-allyl-naphthalen-2(1H)-ones: A revised mechanism for the formation of benzotricyclo[3.3.1.02,7]nonen-8-ones.

Abstract

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