In:
Angewandte Chemie, Wiley, Vol. 135, No. 12 ( 2023-03-13)
Abstract:
Dearomative cycloadditions are a powerful tool to access a large chemical space exploiting simple and ubiquitous building blocks. The energetic burden due to the loss of aromaticity has however greatly limited their synthetic potential. We devised a general intramolecular method that overcomes these limitations thanks to the photosensitization of allenamides. The visible‐light‐promoted process gives complex [2.2.2]‐(hetero)‐bicyclooctadienes at room temperature, likely through the stabilization of transient (bi)radicals by naphthalene. The reaction tolerates several valuable functionalities, offering a convenient handle for a myriad of applications, including original isoindoles and metal complexes.
Type of Medium:
Online Resource
ISSN:
0044-8249
,
1521-3757
DOI:
10.1002/ange.v135.12
DOI:
10.1002/ange.202216817
Language:
English
Publisher:
Wiley
Publication Date:
2023
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