Jump to main content
Jump to site search

Issue 30, 2018
Previous Article Next Article

Electrophilic carbocyclization reactions of 2-(2-alkynylphenyl)amino-1,4-naphthoquinones

Author affiliations

Abstract

An efficient Ag(I)-catalyzed method for the synthesis of 5H-benzo[b]naphtho[2,3-f]azepine-6,11-diones from 2-(2-ethynylphenyl)amino substituted 1,4-naphthoquinones has been developed. In this transformation new C–C bond formation occurred regioselectively via a 7-endo-dig cyclization. The related 13-iodine substituted benzazepine derivatives could also be produced exclusively by the I2-induced carbocyclization reaction of 2-(2-alkynylphenyl)amino substituted 1,4-naphthoquinones. This process has advantages such as mild reaction conditions and tolerance of a broad range of functional groups.

Graphical abstract: Electrophilic carbocyclization reactions of 2-(2-alkynylphenyl)amino-1,4-naphthoquinones

Back to tab navigation

Supplementary files

Publication details

The article was received on 18 May 2018, accepted on 10 Jul 2018 and first published on 19 Jul 2018


Article type: Paper
DOI: 10.1039/C8OB01170B
Citation: Org. Biomol. Chem., 2018,16, 5483-5491
  •   Request permissions

    Electrophilic carbocyclization reactions of 2-(2-alkynylphenyl)amino-1,4-naphthoquinones

    C. Sie and C. Chuang, Org. Biomol. Chem., 2018, 16, 5483
    DOI: 10.1039/C8OB01170B

Search articles by author

Spotlight

Advertisements