Dr. Alla Vaskevych, Dr. Maryna Dekhtyar, Prof. Dr. Mykhailo Vovk
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Cyclizations of Alkenyl(Alkynyl)-Functionalized Quinazolinones and their Heteroanalogues: A Powerful Strategy for the Construction of Polyheterocyclic Structures
Quinazolin-4-one, its heteroanalogues, and derivatives represent an outstandingly important class of compounds in modern organic, medicinal, and pharmaceutical chemistry, as these molecular structures are noted for their wide synthetic and pharmacological potential. In the last years, ever-increasing research attention has been paid to quinazolinone derivatives bearing alkenyl and alkynyl substituents on the pyrimidinone nucleus. The original structural combination of synthetically powerful endocyclic amidine (or amidine-related) and exocyclic unsaturated moieties provides a driving force for cyclizations, which offer an efficient toolkit to construct a variety of fused pyrimidine systems with saturated N- and N,S-heterocycles. In this connection, the present review article is mainly aimed at systematic coverage of the progress in using alkenyl(alkynyl)quinazolinones and their heteroanalogues as convenient bifunctional substrates for regioselective annulation of small- and medium-sized heterocyclic nuclei. Much attention is paid to elucidating the structural and electronic effects of reagents on the regio- and stereoselectivity of the cyclizations as well as to clarifying the relevant reaction mechanisms.
期刊介绍:
The Chemical Record (TCR) is a "highlights" journal publishing timely and critical overviews of new developments at the cutting edge of chemistry of interest to a wide audience of chemists (2013 journal impact factor: 5.577). The scope of published reviews includes all areas related to physical chemistry, analytical chemistry, inorganic chemistry, organic chemistry, polymer chemistry, materials chemistry, bioorganic chemistry, biochemistry, biotechnology and medicinal chemistry as well as interdisciplinary fields.
TCR provides carefully selected highlight papers by leading researchers that introduce the author''s own experimental and theoretical results in a framework designed to establish perspectives with earlier and contemporary work and provide a critical review of the present state of the subject. The articles are intended to present concise evaluations of current trends in chemistry research to help chemists gain useful insights into fields outside their specialization and provide experts with summaries of recent key developments.