Electrocyclizations of Conjugated Azapolyenes Produced in Reactions of Azaheterocycles with Metal Carbenes

Autor: Nikolai V. Rostovskii, Mikhail S. Novikov, Alexander F. Khlebnikov
Jazyk: angličtina
Rok vydání: 2021
Předmět:
Zdroj: Organics, Vol 2, Iss 3, Pp 313-336 (2021)
Druh dokumentu: article
ISSN: 2673-401X
DOI: 10.3390/org2030017
Popis: Conjugated azapolyenes (azabuta-1,3-dienes, aza-/diaza-/oxaza-/oxadiazahexa-1,3,5-trienes) are highly reactive in electrocyclization reactions, which makes them convenient precursors for the synthesis of a wide range of four-, five-, and six-membered nitrogen heterocycles that are of relevance for medicinal chemistry. Ring opening reactions of 2H-azirines and azoles containing an N–N or N–O bond, initiated by a transition metal carbene, have become increasingly important in recent years, since they easily allow the generation of azapolyenes with different numbers of double bonds and heteroatoms in various positions. This review summarizes the literature, published mainly in the last decade, on the synthetic and mechanistic aspects of electrocyclizations of azapolyenes generated by the carbene method.
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