Arylcyclopropane yet in its infancy: the challenges and recent advances in its functionalization

Electronically unbiased arylcyclopropane functionalization has always been a challenge to organic chemists, and the emergence of donor-acceptor cyclopropanes (DACs) has not only vehemently overshadowed them but still dominates the cyclopropane chemistry. Unlike DACs, the absence of pre-installed fun...

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Veröffentlicht in:Organic & biomolecular chemistry 2021-10, Vol.19 (4), p.8627-8645
Hauptverfasser: Taily, Irshad Maajid, Saha, Debarshi, Banerjee, Prabal
Format: Artikel
Sprache:eng
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Zusammenfassung:Electronically unbiased arylcyclopropane functionalization has always been a challenge to organic chemists, and the emergence of donor-acceptor cyclopropanes (DACs) has not only vehemently overshadowed them but still dominates the cyclopropane chemistry. Unlike DACs, the absence of pre-installed functional groups makes it harder for them to activate and participate in a reaction. The field has witnessed considerably slow progress since its inception due to the inherent challenges. There are only a few strategies available to open arylcyclopropanes. Therefore, this work is still in its infancy stage in spite of these materials being one of the earliest known type of cyclopropanes. This review manifests the history, endeavors, and achievements alongside the associated challenges, opportunities, and the need for concerted efforts to accomplish the long-awaited golden age of arylcyclopropanes. Development of straightforward protocols for the functionalization of unactivated cyclopropanes is still challenging, the realization of which could bestow the scientific community with a recurring building block for modern organic transformations.
ISSN:1477-0520
1477-0539
DOI:10.1039/d1ob01432c