Abstract

A one-pot sequential intramolecular cyclization and Suzuki–Miyaura or Sonogashira reaction under microwave irradiation are reported in the 5-nitro-2,3-dihydroimidazo[2,1-b]oxazole series. The intramolecular cyclization of 1-(2,4-dibromo-5-nitro-1H-imidazol-1-yl)propan-2-ol between the hydroxyethyl group and the bromine atom at the 2-position is carried out first, followed by optimization and generalization of the Suzuki–Miyaura and Sonogashira cross-coupling reactions of the bromine atom at the 4-position. The various boronic acids and alkynyl derivatives used to perform these palladium-catalyzed cross-coupling reactions allowed to substitute the 6-position of 5-nitro-2,3-dihydroimidazo[2,1-b]oxazole compounds.

A one-pot sequential intramolecular cyclization and Suzuki–Miyaura or Sonogashira reaction under microwave irradiation are reported in the 5-nitro-2,3-dihydroimidazo[2,1-b]oxazole series. The intramolecular cyclization of 1-(2,4-dibromo-5-nitro-1H-imidazol-1-yl)propan-2-ol between the hydroxyethyl group and the bromine atom at the 2-position is carried out first, followed by optimization and generalization of the Suzuki–Miyaura and Sonogashira cross-coupling reactions of the bromine atom at the 4-position. The various boronic acids and alkynyl derivatives used to perform these palladium-catalyzed cross-coupling reactions allowed to substitute the 6-position of 5-nitro-2,3-dihydroimidazo[2,1-b]oxazole compounds.

中文翻译：

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有效地获得原始的6位取代的5-硝基-2,3-二氢咪唑并[2,1-b]恶唑

摘要

在5-硝基-2,3-二氢咪唑并[2,1- b ]恶唑系列中报道了在微波辐射下一锅顺序分子内环化和Suzuki-Miyaura或Sonogashira反应。首先进行羟乙基和2-位溴原子之间的1-（2,4-二溴-5-硝基-1 H-咪唑-1-基）丙-2-醇的分子内环化，然后进行通过Suzuki-Miyaura和Sonogashira在4位上的溴原子交叉偶联反应的优化和推广。用于进行这些钯催化的交叉偶联反应的各种硼酸和炔基衍生物可以取代5-硝基-2,3-二氢咪唑并[2,1- b ]恶唑化合物的6-位。

在5-硝基-2,3-二氢咪唑并[2,1- b ]恶唑系列中报道了在微波辐射下一锅顺序分子内环化和Suzuki-Miyaura或Sonogashira反应。首先进行羟乙基和2-位溴原子之间的1-（2,4-二溴-5-硝基-1 H-咪唑-1-基）丙-2-醇的分子内环化，然后进行通过Suzuki-Miyaura和Sonogashira在4位上的溴原子交叉偶联反应的优化和推广。用于进行这些钯催化的交叉偶联反应的各种硼酸和炔基衍生物可以取代5-硝基-2,3-二氢咪唑并[2,1- b ]恶唑化合物的6-位。