4-π-Photocyclization of 1,2-Dihydropyridazines: A Concise Route to Bicyclic 1,2-Diazetidines with Rich Synthetic Potential

Thomas Britten; Paul D. Kemmitt; Nathan Halcovitch; Susannah Coote

doi:10.1021/acs.orglett.9b03613

4-π-Photocyclization of 1,2-Dihydropyridazines: A Concise Route to Bicyclic 1,2-Diazetidines with Rich Synthetic Potential

Thomas Britten
, Paul D. Kemmitt
, Nathan Halcovitch
, Susannah Coote

Department of Chemistry

Lancaster University
AstraZeneca, Cambridge

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

13 Citations (SciVal)

Abstract

The 4-π-photocyclization of a range of 1,2-dihydropyridazines is described, generating bicyclic 1,2-diazetidines in high yields on multigram scale. The key bicyclic 1,2-diazetidines are versatile synthetic intermediates and were easily converted into a range of novel derivatives, including functionalized 1,2-diazetidines, cyclobutenes, cyclobutanes, and 1,3-dienes.

Original language	English
Pages (from-to)	9232–9235
Number of pages	4
Journal	Organic Letters
Volume	21
Issue number	22
Early online date	7 Nov 2019
DOIs	https://doi.org/10.1021/acs.orglett.9b03613
Publication status	Published - 15 Nov 2019

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10.1021/acs.orglett.9b03613

https://pubs.acs.org/doi/10.1021/acs.orglett.9b03613

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title = "4-π-Photocyclization of 1,2-Dihydropyridazines: A Concise Route to Bicyclic 1,2-Diazetidines with Rich Synthetic Potential",

abstract = "The 4-π-photocyclization of a range of 1,2-dihydropyridazines is described, generating bicyclic 1,2-diazetidines in high yields on multigram scale. The key bicyclic 1,2-diazetidines are versatile synthetic intermediates and were easily converted into a range of novel derivatives, including functionalized 1,2-diazetidines, cyclobutenes, cyclobutanes, and 1,3-dienes.",

author = "Thomas Britten and Kemmitt, \{Paul D.\} and Nathan Halcovitch and Susannah Coote",

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journal = "Organic Letters",

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AU - Britten, Thomas

AU - Kemmitt, Paul D.

AU - Halcovitch, Nathan

AU - Coote, Susannah

PY - 2019/11/15

Y1 - 2019/11/15

N2 - The 4-π-photocyclization of a range of 1,2-dihydropyridazines is described, generating bicyclic 1,2-diazetidines in high yields on multigram scale. The key bicyclic 1,2-diazetidines are versatile synthetic intermediates and were easily converted into a range of novel derivatives, including functionalized 1,2-diazetidines, cyclobutenes, cyclobutanes, and 1,3-dienes.

AB - The 4-π-photocyclization of a range of 1,2-dihydropyridazines is described, generating bicyclic 1,2-diazetidines in high yields on multigram scale. The key bicyclic 1,2-diazetidines are versatile synthetic intermediates and were easily converted into a range of novel derivatives, including functionalized 1,2-diazetidines, cyclobutenes, cyclobutanes, and 1,3-dienes.

U2 - 10.1021/acs.orglett.9b03613

DO - 10.1021/acs.orglett.9b03613

M3 - Article

SN - 1523-7060

VL - 21

SP - 9232

EP - 9235

JO - Organic Letters

JF - Organic Letters

IS - 22

ER -

4-π-Photocyclization of 1,2-Dihydropyridazines: A Concise Route to Bicyclic 1,2-Diazetidines with Rich Synthetic Potential

Abstract

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