Highly regioselective Ru(II)-catalyzed [3+2] spiroannulation of 1-aryl-2-naphthols with alkynes via a double directing group strategy. (11th May 2021)

• Record Type: Journal Article
• Authors: Hao, Jiamao; Ge, Yicong; Yang, Liuqing; Wang, Jing; Luan, Xinjun
• Is Part Of: Tetrahedron letters. Volume 71(2021)
• Publication Date: 2021-05-11
• Subjects: C–H activation -- Dearomatization -- Double Directing Groups -- Ruthenium; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2021.153050
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: A double directing group strategy for the regioselective synthesis of sterically congested spirocycles was developed. This work is featured by the activation of C–C−H bond at the sterically more encumbered site. This new approach led to reversed regiochemsitry in comparison with our prior [3+2] spiroannulation. Abstract: A highly regioselective Ru(II)-catalyzed [3+2] spiroannulation of 1-aryl-2-naphthols with internal alkynes was developed by using a novel double directing group strategy. This method was compatible with many functional groups, thus affording a variety of sterically congested spirocyclic molecules in high yields.