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铁(II)催化的γ-羟基炔酮与二苯基氧化膦的双磷酸化级联环异构化反应:高取代双磷酸化二氢呋喃衍生物的合成

Iron(II)-Catalyzed Bisphosphorylation Cascade Cycloisomerization of γ-Hydroxyl Ynones and Diphenylphosphine Oxides: Synthesis of Highly Substituted Bisphosphorylated Dihydrofuran Derivatives.

作者信息

Qiu Yi-Feng, Chen Shi-Peng, Cao Jian-He, Li Ming, Quan Zheng-Jun, Wang Xi-Cun, Liang Yong-Min

机构信息

College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, P. R. China.

State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. China.

出版信息

Org Lett. 2022 Mar 25;24(11):2264-2268. doi: 10.1021/acs.orglett.2c00795. Epub 2022 Mar 15.

Abstract

An iron(II)-catalyzed bisphosphorylation cascade cycloisomerization of readily accessible γ-hydroxyl ynones and diphenylphosphine oxides is described. This strategy provides a variety of valuable polysubstituted bisphosphorylated dihydrofuran scaffolds via the construction of two C-P bonds and one C-O bond within a single procedure. This developed reaction system demonstrates good functional group compatibilities with considerably low catalyst consumption (as low as 1%), which could be further scaled up to gram quantities in satisfactory yields.

摘要

描述了一种铁(II)催化的易于获得的γ-羟基炔酮与二苯基氧化膦的双磷酸化级联环异构化反应。该策略通过在一个步骤中构建两个C-P键和一个C-O键,提供了多种有价值的多取代双磷酸化二氢呋喃骨架。所开发的反应体系显示出良好的官能团兼容性,催化剂消耗量相当低(低至1%),并且可以进一步扩大到克级规模,产率令人满意。

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