Base-Mediated Denitrogenative Sulfonylation/Benzannulation of Conjugated N-Sulfonylhydrazones with 3-Formylchromones for the Construction of Polyfunctionalized Biaryl Sulfones

Base-promoted benzannulation of conjugated N-sulfonylhydrazones and 3-formylchromones for the synthesis of diverse biaryl sulfones is described. The approach facilitates new C-C and C-S bond formation via the cascade diazo formation/Michael addition/ring opening/denitrogenative sulfonylation/intramolecular cycloaddition/dehydration and introduces diverse functional groups onto biaryl sulfones. The synthesized compounds are converted to aryl sulfones bearing bioactive benzisoxazole and benzofuran frameworks. Moreover, the synthesized biaryl sulfones possess potent turn-on fluorescence sensing and UV absorbance properties.

Medienart:

E-Artikel

Erscheinungsjahr:

2020

Erschienen:

2020

Enthalten in:

Zur Gesamtaufnahme - volume:22

Enthalten in:

Organic letters - 22(2020), 19 vom: 02. Okt., Seite 7531-7536

Sprache:

Englisch

Beteiligte Personen:

Shrestha, Rajeev [VerfasserIn]
Khanal, Hari Datta [VerfasserIn]
Rubio, Peter Yuosef M [VerfasserIn]
Mohandoss, Sonaimuthu [VerfasserIn]
Lee, Yong Rok [VerfasserIn]

Links:

Volltext

Themen:

Journal Article
Research Support, Non-U.S. Gov't

Anmerkungen:

Date Completed 07.12.2020

Date Revised 14.12.2020

published: Print-Electronic

Citation Status PubMed-not-MEDLINE

doi:

10.1021/acs.orglett.0c02724

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM315084960