LINEAR ENCODING OF FUNCTIONAL GROUPS IN THE SYNTHESIS OF HETEROCYCLIC COMPOUNDS: CYCLOADDITION OF ENYNE AND ALKYNE UNITS
DOI:
https://doi.org/10.1007/1281Ключевые слова:
alkyne, cyclic allene, enyne, cycloaddition, cycloaromatization, selectivityАннотация
A family of novel [4+2]-cycloaddition reactions is discussed to carry out efficient preparation of poly-substituted heterocyclic compounds in a single-step starting with linear precursors. High selectivity of the intramolecular transformation and pre-defined position of substituents in the product were governed by linear encoding in the structure of starting reagents. The designed reactions utilized green chemistry potential of cycloaddition approach and provided a convenient synthetic route to cyclopentapyridines, indoles, isoindoles, indolizines, isophosphindoles, benzofurans, benzothiophenes, benzoselenophenes (and corresponding dihydro derivatives).
Also published in Chemistry of Heterocyclic Compounds, 2012, 48 (1), pp 2-6