Recent Advances in Dearomative Partial Reduction of Benzenoid Arenes

Dearomative partial reduction is an extraordinary approach for transforming benzenoid arenes and has been well‐known for many decades, as exemplified by the dehydrogenation of Birch reduction and the hydroarylation of Crich addition. Despite its remarkable importance in synthesis, this field has exp...

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Published inAngewandte Chemie International Edition Vol. 63; no. 21; pp. e202402819 - n/a
Main Authors Liu, De‐Hai, Ma, Jiajia
Format Journal Article
LanguageEnglish
Published Germany Wiley Subscription Services, Inc 21.05.2024
EditionInternational ed. in English
Subjects
Amination
Aromatic compounds
Cyclohexadiene
Cyclohexene
Dearomatization
Dehydrogenation
Electrochemistry
Natural products
Partial reduction
Photochemicals
Radical
Synthesis
Dearomatization
Partial reduction
Cyclohexadiene
Cyclohexene
Radical
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Summary:Dearomative partial reduction is an extraordinary approach for transforming benzenoid arenes and has been well‐known for many decades, as exemplified by the dehydrogenation of Birch reduction and the hydroarylation of Crich addition. Despite its remarkable importance in synthesis, this field has experienced slow progress over the last half‐century. However, a revival has been observed with the recent introduction of electrochemical and photochemical methods. In this Minireview, we summarize the recent advancements in dearomative partial reduction of benzenoid arenes, including dihydrogenation, hydroalkylation, arylation, alkenylation, amination, borylation and others. Further, the intriguing utilization of dearomative partial reduction in the synthesis of natural products is also emphasized. It is anticipated that this Minireview will stimulate further progress in arene dearomative transformations. Dearomative partial reduction of benzenoid arenes, historically used for reactions like the Birch reduction and Crich addition, has experienced a significant revival with the advent of electrochemistry and photochemistry. Recent advances in this area are depicted, highlighting reduction processes such as dihydrogenation, hydroalkylation, and other hydrofunctionalizations, while also showcasing their applications in natural product synthesis.
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ISSN:1433-7851
1521-3773
1521-3773
DOI:10.1002/anie.202402819