Nitrosoarenes Implement Cascade Cyclization of 1-Allenyl-2-alkynylbenzenes through Diradical Mechanism

Chandrima Maitra, Prakash D. Jadhav, Debashis Barik, Yeu Shiuan Ho, Chu Chun Cheng, Mu Jeng Cheng, Yun Wei Chiang, Rai Shung Liu

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

This work reports cascade cyclization between 1-allenyl-2-alkynylbenzenes and nitrosoarenes. When these two components reacted alone under N2, N,O-functionalized indane-fused isoxazolidines 3 were obtained selectively. DFT calculations verify that this reaction sequence involves unprecedented nitrone/alkyne cycloadditions, followed by diradical rearrangement.

Original languageEnglish
Pages (from-to)82-86
Number of pages5
JournalOrganic Letters
Volume25
Issue number1
DOIs
Publication statusPublished - 2023 Jan 13

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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