Rights statement: This is the peer reviewed version of the following article: Coote, S.C. (2020), 4‐π‐Photocyclization: Scope and Synthetic Applications. Eur. J. Org. Chem.. doi:10.1002/ejoc.201901230 which has been published in final form at https://onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201901230 This article may be used for non-commercial purposes in accordance With Wiley Terms and Conditions for self-archiving.
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Final published version
Research output: Contribution to Journal/Magazine › Literature review › peer-review
Research output: Contribution to Journal/Magazine › Literature review › peer-review
}
TY - JOUR
T1 - 4‐π‐Photocyclization
T2 - Scope and Synthetic Applications
AU - Coote, Susannah
N1 - This is the peer reviewed version of the following article: Coote, S.C. (2020), 4‐π‐Photocyclization: Scope and Synthetic Applications. Eur. J. Org. Chem.. doi:10.1002/ejoc.201901230 which has been published in final form at https://onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201901230 This article may be used for non-commercial purposes in accordance With Wiley Terms and Conditions for self-archiving.
PY - 2019/10/21
Y1 - 2019/10/21
N2 - This minireview highlights the scope of 4‐π‐photocyclizations (photoinduced electrocyclizations that involve 4 pi electrons and generate bicyclic cyclobutenes from 1,3‐dienes), including an overview of the historical progressions as well as recent developments. A range of 1,3‐diene substrates is covered, including cycloheptatrienes, tropones, tropolones, cyclic 1,3‐dienes, 2‐pyrones, 2‐pyridones, pyrimidines, 1,2‐dihydropyridines, and 1,2‐dihydro‐pyridazines. The bicyclic cyclobutene products formed through the photocyclizations are highly versatile synthetic intermediates, and examples of the application of these building blocks in the context of synthetic methodology development, natural product synthesis, medicinal chemistry and materials chemistry are featured throughout.
AB - This minireview highlights the scope of 4‐π‐photocyclizations (photoinduced electrocyclizations that involve 4 pi electrons and generate bicyclic cyclobutenes from 1,3‐dienes), including an overview of the historical progressions as well as recent developments. A range of 1,3‐diene substrates is covered, including cycloheptatrienes, tropones, tropolones, cyclic 1,3‐dienes, 2‐pyrones, 2‐pyridones, pyrimidines, 1,2‐dihydropyridines, and 1,2‐dihydro‐pyridazines. The bicyclic cyclobutene products formed through the photocyclizations are highly versatile synthetic intermediates, and examples of the application of these building blocks in the context of synthetic methodology development, natural product synthesis, medicinal chemistry and materials chemistry are featured throughout.
KW - Cyclization
KW - Electrocyclic reactions
KW - Photochemistry
KW - Cyclobutene
KW - Pericyclic reactions
U2 - 10.1002/ejoc.201901230
DO - 10.1002/ejoc.201901230
M3 - Literature review
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
SN - 1434-193X
ER -