Synthesis of Benzoxaphosphole 1-Oxide Heterocycles via a Three-Component Coupling Reaction Involving Arynes, Phosphites, and Ketones

Hee Jin Jeong, Ji Ho Kim, Jae Kyun Lee, Hyo Jae Yoon, Junwon Choi, Seo Jung Han

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)

Abstract

An efficient and transition-metal-free three-component reaction with benzynes formed in situ from 2-(trimethylsilyl)aryl triflate, phosphites, and ketones was developed for the synthesis of benzoxaphosphole 1-oxides. An array of benzoxaphosphole 1-oxides were prepared from both activated and non-Activated ketones in moderate to good yields with a broad functional group tolerance. This reaction is useful for preparing organophosphorus compounds encountered in natural products and materials.

Original languageEnglish
Pages (from-to)2192-2196
Number of pages5
JournalOrganic Letters
Volume24
Issue number11
DOIs
Publication statusPublished - 2022 Mar 25

Bibliographical note

Funding Information:
S.-J.H. was supported by the Korea Institute of Science and Technology. This research was supported in part by a National Research Council of Science & Technology (NST) grant from the Korea government (MSIT) (CPS21061-100), National Research Foundation of Korea (NRF) grants funded by the Korea government (MSIT) (2020R1C1C1005563 and 2019R1A6A1A11051471), and the Technology Development Program to Solve Climate Change of the National Research Foundation (NRF) of Korea funded by the Ministry of Science and ICT (NRF-2020M1A2A2079798).

Publisher Copyright:
© 2022 American Chemical Society. All rights reserved.

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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