Base-promoted 1,6-conjugate addition of alkylazaarenes to para-quinone methides

Autor:	Krishna Hari, Alagiri Kaliyamoorthy, Amritha Rayaroth, Rajat Kumar Singh, A V Kalyanakrishnan
Rok vydání:	2020
Předmět:	chemistry.chemical_classification Base (chemistry) Organic Chemistry Regioselectivity Para-quinone Single step Sodium hexamethyldisilazide Biochemistry Combinatorial chemistry Aldehyde chemistry.chemical_compound chemistry Physical and Theoretical Chemistry Derivative (chemistry) Conjugate
Zdroj:	Organic & Biomolecular Chemistry. 18:3354-3359
ISSN:	1477-0539 1477-0520
DOI:	10.1039/d0ob00419g
Popis:	1,1,2-Triarylethanes embedded with an azaarene unit were prepared in a single step at ambient temperature via the sodium hexamethyldisilazide mediated 1,6-conjugate addition of unactivated alkylazaarenes on para-quinone methides (p-QMs). The extent of this methodology was investigated with a wide range of p-QMs and alkylazaarenes, and the respective products were obtained in moderate to excellent yields. The regioselective 1,6-conjugate addition of the trialkylazaarene precursor on para-quinone methide was also presented. Besides, we showcased the direct synthesis of the 1,1,2-triarylethane derivative from aldehyde via the in situ generation of para-quinone methide.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::97e211e8921133dbf0ac16d454711476 https://doi.org/10.1039/d0ob00419g Zobrazit plný text záznamu