Integration of aerobic oxidation and intramolecular asymmetric aza-Friedel-Crafts reactions with a chiral bifunctional heterogeneous catalyst.

Integration of aerobic oxidation and intramolecular asymmetric aza-Friedel-Crafts reactions with a chiral bifunctional heterogeneous catalyst.
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DOI:
10.1039/c6sc03849b
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发表时间:
2017-02-01
期刊:
影响因子:
8.4
通讯作者:
Kobayashi S
Kobayashi S
中科院分区:
化学1区
文献类型:
--
作者:
Cheng HG;Miguélez J;Miyamura H;Yoo WJ;Kobayashi S

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制备了一种手性非均相材料,并将其作为双功能催化剂用于顺序有氧氧化-不对称分子内氮杂-Friedel-Crafts反应。以Au/Pd纳米粒子和手性磷酸为活性正交催化剂,采用拟悬浮聚合法制备了一类新型手性双功能非均相材料。结果表明,该多相催化剂能够促进苯甲醇和N-氨乙基吡咯之间的连续有氧氧化-不对称分子内氮杂-Friedel-Crafts反应.此外,所设计的手性多相催化剂可以回收和重复使用几次,而没有显着的活性或对映选择性损失。
A chiral heterogeneous material was prepared and evaluated as a bifunctional catalyst for the sequential aerobic oxidation-asymmetric intramolecular aza-Friedel–Crafts reaction. A new class of chiral bifunctional heterogeneous materials composed of Au/Pd nanoparticles and chiral phosphoric acids as active orthogonal catalysts was prepared by utilizing a facile pseudo-suspension co-polymerization method. It was found that this heterogeneous catalyst was capable of facilitating the sequential aerobic oxidation-asymmetric intramolecular aza-Friedel–Crafts reaction between benzyl alcohols and N-aminoethylpyrroles. Moreover, the designed chiral heterogeneous catalyst could be recovered and reused several times without significant loss of activity or enantioselectivity.