An Access to Highly Functionalized Dihydrobenzofuran Spirooxindole Scaffolds,Organic Letters

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An Access to Highly Functionalized Dihydrobenzofuran Spirooxindole Scaffolds
Organic Letters ( IF 4.9 ) Pub Date : 2022-10-14 , DOI: 10.1021/acs.orglett.2c03123
Daqian Wang ₁ , Jing Sun ₁ , Ying Han ₁ , Qiu Sun ₁ , Chao-Guo Yan ₁

Affiliation

We have developed an efficient protocol for the construction of polycyclic dihydrobenzofuran spirooxindole scaffolds via base promoted cascade annulation of Morita–Baylis–Hillman (MBH) carbonates of isatins with ortho-hydroxychalcones or ortho-hydroxy-β-nitrostyrenes. The complex polycyclic compounds were conveniently synthesized in satisfactory yields and with high diastereoselectivity. This protocol provides a swift and convenient approach for the assembly of diverse highly functionalized dihydrobenzofuran spirooxindoles and also features broad substrate scope, high molecular convergence, and excellent atomic economy.

中文翻译：

获得高度功能化的二氢苯并呋喃螺氧吲哚支架

我们开发了一种有效的方案，用于通过碱促进的 Morita-Baylis-Hillman (MBH) 碳酸盐与邻羟基查耳酮或邻羟基-β-硝基苯乙烯的碳酸盐的碱促进级联环化来构建多环二氢苯并呋喃螺氧吲哚支架。复杂的多环化合物以令人满意的收率和高非对映选择性方便地合成。该协议为组装各种高度功能化的二氢苯并呋喃螺氧吲哚提供了一种快捷方便的方法，并且还具有广泛的底物范围、高分子收敛性和出色的原子经济性。

更新日期：2022-10-14

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