Preparation and Synthetic Applications of Phototropone

Jack Lowe; Nathan Halcovitch; Susannah Coote

doi:10.1021/acs.joc.3c00590

Preparation and Synthetic Applications of Phototropone

Jack Lowe, Nathan Halcovitch, Susannah Coote

Department of Chemistry

Lancaster University

Research output: Contribution to journal › Article › peer-review

6 Citations (SciVal)

Abstract

An optimized multigram-scale route to phototropone (bicyclo[3.2.0]hepta-2,6-dien-7-one) is reported via the 4-π-photocyclization of tropone complexed to Lewis acid. Phototropone is a highly versatile molecular building block, and its conversion into 18 novel derivatives using standard transformations is demonstrated, allowing access to a variety of rigid bicyclic scaffolds.

Original language	English
Pages (from-to)	9514-9517
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	88
Issue number	13
Early online date	21 Jun 2023
DOIs	https://doi.org/10.1021/acs.joc.3c00590
Publication status	Published - 7 Jul 2023

Bibliographical note

Data Availability Statement: The data underlying this study are available in the published article and its Supporting Information.

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10.1021/acs.joc.3c00590Licence: CC BY

https://pubs.acs.org/doi/10.1021/acs.joc.3c00590Licence: CC BY

Cite this

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title = "Preparation and Synthetic Applications of Phototropone",

abstract = "An optimized multigram-scale route to phototropone (bicyclo[3.2.0]hepta-2,6-dien-7-one) is reported via the 4-π-photocyclization of tropone complexed to Lewis acid. Phototropone is a highly versatile molecular building block, and its conversion into 18 novel derivatives using standard transformations is demonstrated, allowing access to a variety of rigid bicyclic scaffolds.",

author = "Jack Lowe and Nathan Halcovitch and Susannah Coote",

note = "Data Availability Statement: The data underlying this study are available in the published article and its Supporting Information.",

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doi = "10.1021/acs.joc.3c00590",

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AU - Lowe, Jack

AU - Halcovitch, Nathan

AU - Coote, Susannah

N1 - Data Availability Statement: The data underlying this study are available in the published article and its Supporting Information.

PY - 2023/7/7

Y1 - 2023/7/7

N2 - An optimized multigram-scale route to phototropone (bicyclo[3.2.0]hepta-2,6-dien-7-one) is reported via the 4-π-photocyclization of tropone complexed to Lewis acid. Phototropone is a highly versatile molecular building block, and its conversion into 18 novel derivatives using standard transformations is demonstrated, allowing access to a variety of rigid bicyclic scaffolds.

AB - An optimized multigram-scale route to phototropone (bicyclo[3.2.0]hepta-2,6-dien-7-one) is reported via the 4-π-photocyclization of tropone complexed to Lewis acid. Phototropone is a highly versatile molecular building block, and its conversion into 18 novel derivatives using standard transformations is demonstrated, allowing access to a variety of rigid bicyclic scaffolds.

UR - https://www.scopus.com/pages/publications/85164392666

U2 - 10.1021/acs.joc.3c00590

DO - 10.1021/acs.joc.3c00590

M3 - Article

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SP - 9514

EP - 9517

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 13

ER -

Preparation and Synthetic Applications of Phototropone

Abstract

Bibliographical note

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