Controlled and Efficient Stereoselective Synthesis of Oxindole-Appended 1-Aza-1,3-butadiene Derivatives via a One-Pot Buchwald–Hartwig Amination/Elimination Strategy

Autor:	Paneerselvam Yuvaraj, Kodirajan Selvakumar, Periyasamy Amutha, Kandapalam Arun Prasath Lingam
Rok vydání:	2017
Předmět:	Organic Chemistry 1 3-Butadiene 02 engineering and technology Buchwald–Hartwig amination Catalysis Coupling reaction 020501 mining & metallurgy Adduct chemistry.chemical_compound 0205 materials engineering chemistry Organic chemistry Stereoselectivity Oxindole Amination
Zdroj:	Synthesis. 50:599-606
ISSN:	1437-210X 0039-7881
DOI:	10.1055/s-0036-1591493
Popis:	The enamine-free, stereoselective synthesis of oxindole-appended­ 1-aza-1,3-butadienes with an electron-withdrawing-group at the 3-position has been achieved in good yields from (Z)-β-bromo-substituted Morita–Baylis–Hillman (MBH) adducts of oxindoles via a one-pot Buchwald–Hartwig amination/elimination strategy. The versatility of the (Z)-β-bromo MBH adducts of oxindoles was further demonstrated by the formation of π-conjugated oxindole derivatives in typical palladium­-catalysed coupling reactions.
Databáze:	OpenAIRE
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