Abstract

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.

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.

中文翻译：

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通过一锅布赫瓦尔德-哈特维格胺的胺化/消除策略控制和有效地立体合成环氧吲哚附加的1-Aza-1,3-丁二烯衍生物

摘要

从（Z）-β-溴取代的森田（Morita）–通过一锅Buchwald-Hartwig胺化/消除策略，使Baylis–Hillman（MBH）生成吲哚。通过在典型的钯催化的偶联反应中形成π-共轭的羟吲哚衍生物进一步证明了羟吲哚的（Z）-β-溴MBH加合物的多功能性。

从（Z）-β-溴取代的森田（Morita）–通过一锅Buchwald-Hartwig胺化/消除策略，使Baylis–Hillman（MBH）生成吲哚。通过在典型的钯催化的偶联反应中形成π-共轭的羟吲哚衍生物进一步证明了羟吲哚的（Z）-β-溴MBH加合物的多功能性。