Synthesis and reactivity of Michael adducts of lithiated 2,5-dimethoxy-N-pivaloylanilines and arylidenemalonates

Autor:	Carmen Avendaño, Pedro Ferrer, Mónica Söllhuber
Rok vydání:	1997
Předmět:	Chemistry Organic Chemistry Drug Discovery Michael reaction Organic chemistry Reactivity (chemistry) Biochemistry Adduct
Zdroj:	Tetrahedron. 53:3231-3242
ISSN:	0040-4020
DOI:	10.1016/s0040-4020(97)00034-3
Popis:	Michael addition of lithiated 2,5-dimethoxypivaloylaniline to diisopropyl arylidenmalonates, followed by acid cyclization, affords 5,8-dimethoxy-4-aryl-3,4-dihydro-2(1 H )quinolinones ( 5 ). These compounds are very inert to the 3,4-dehydrogenation, but were easily transformed to 4-aryl-3,4-dihydro-(1 H )quinoline-2,5,8-triones ( 10 ) which, through Diels-Alder heterocyclization, gave 4-aryl-3,4-dihydro-1,8-diazaanthracene-2,9,10-triones ( 16 ).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ab3cead81e67d12cb13ef6baaa7209a6 https://doi.org/10.1016/s0040-4020(97)00034-3 Zobrazit plný text záznamu Full Text from ScienceDirect