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Reactivity of N ‐Substituted Exo ‐oxazolidin‐2‐one Dienes with Naphthalene Chalcones and Cyclic 1,3‐Dicarbonyl Compounds
Author(s) -
MastachiLoza Salvador,
RamírezCandelero Tania I.,
GonzálezRomero Carlos,
DíazTorres Eduardo,
FuentesBenítes Aydeé,
Tamariz Joaquín
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201800496
Subject(s) - chemistry , cycloaddition , naphthalene , reactivity (psychology) , naphthoquinone , chalcone , organic chemistry , molecule , medicinal chemistry , combinatorial chemistry , catalysis , medicine , alternative medicine , pathology
The N ‐substituted exo ‐2‐oxazolidinone dienes are versatile molecules that undergo a variety of reactions. To further explore this versatility, Diels‐Alder reactions were carried out with novel naphthalene chalcones. Upon attempting the Diels‐Alder reaction with 2‐hydroxy‐1,4‐naphthoquinone, the formation of chromene unexpectedly took place via a formal [3+3] cycloaddition reaction. The observed reaction was then achieved with other 1,3‐dicarbonyl compounds.