Cyclic diazo compounds in the construction of spirocyclic scaffolds

• Published in: Tetrahedron letters Vol. 62; p. 152671
• Main Authors: Solovyev, Igor, Eremeyeva, Maria, Zhukovsky, Daniil, Dar'in, Dmitry, Krasavin, Mikhail
• Format: Journal Article
• Language: English
• Published: Elsevier Ltd 05.01.2021
• Subjects: Cyclization; Diazo compounds; drugs; literature; methodology; Multiple reactivity modes; Privileged structures for drug discovery; Spirocyclic scaffolds; Diazo compounds; Privileged structures for drug discovery; Cyclization; Spirocyclic scaffolds; Multiple reactivity modes
• ISSN: 0040-4039; 1873-3581
• DOI: 10.1016/j.tetlet.2020.152671

[Display omitted] •Spirocycles are emerging privileged motifs for drug discovery.•Cyclic diazo compounds serve as a rich source of spirocycles.•A large portion of reactions represent variants of cycloaddition.•The other half are typical of metal carbenes. Spirocycles represent an emerging class of privileged motifs for drug discovery. The versatility of diazo compounds in constructing cyclic frameworks in general makes cyclic diazo compounds a potentially highly prolific source of spirocyclic scaffolds. While the first examples of obtaining a spirocycle from a cyclic diazo compound are dated as far back as 42 years ago, there appears to be a resurgence of novel methodologies based on this premise. The present Digest Article aims to cover the literature on the subject to-date.