Rh(iii)-catalyzed spiroannulation of 3-arylquinoxalin-2(1 H)-ones with alkynes: practical access to spiroquinoxalinones

Yuanfei Zhang; Ting Huang; Xinghua Li; Min Zhang; Ying Song; Kelin Huang; Weiping Su

doi:10.1039/d0ra03348k

Rh(iii)-catalyzed spiroannulation of 3-arylquinoxalin-2(1 H)-ones with alkynes: practical access to spiroquinoxalinones

RSC Adv. 2020 Jun 10;10(37):22216-22221. doi: 10.1039/d0ra03348k. eCollection 2020 Jun 8.

Authors

Yuanfei Zhang^{1

2}, Ting Huang¹, Xinghua Li¹, Min Zhang², Ying Song¹, Kelin Huang³, Weiping Su²

Affiliations

¹ Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, Nanning Normal University Nanning 530001 China.
² State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences Fuzhou 350002 China [email protected].
³ China Academy of Science and Technology Development Guangxi Branch Nanning 530022 China [email protected].

Abstract

The Rh(iii)-catalyzed synthesis of spiroquinoxalinone derivatives from 3-arylquinoxalin-2(1H)-ones and alkynes via a C-H functionalization/[3 + 2] annulation sequence has been developed. This method, featuring low catalyst loading, was amenable to Gram scale synthesis and tolerated a variety of functional groups and substitution patterns on the aryl rings, providing the target products in good to excellent yields.