The efficient method for chalcogenylation of indoles

Name: Thewika Benchawan

LCSH: Burapha University -- Chemistry Faculty Of Science

Classification :.DDC: 547.64

LCSH: Chemistry

LCSH: Indole

LCSH: Chalcogenylation

Abstract: The efficient methods of C-Se and C-S bond formation for synthesizing of chalcogenylindoles were demonstrated. This work consists of two parts of research containing selective synthesis of 3-chalcogenylindoles via silver-catalyzed direct chalcogenation of indoles with dichalcogenides (work 1) and controllable synthesis of mono- and bis-sylfenylindoles from indoles and various sulfenylation agents using KI/SeO2 system (work 2). In work I, the new method was developed for direct regioselective C-H chalcogenylation of indoles promoted by AgNO3 at the C3-position. The reaction was performed by diselenides and disulfides under aerobic mild reaction conditions with economical and eco-friendly process to produce the corresponding 3- chalcogenylindoles in good to high yields and a short reaction time. This method could be scalable up to gram scale synthesis. In work 2, the development of selective and controllable sulfenylation of indoles with disulfides and thiols was studied using KI as a catalytic system under mild conditions. Mono-sulfenylindoles and bis-sulfenylindoles were obtained in moderate to excellent yields. This method was successfully performed with metalfree conditions moisture tolerant and operationally simple.

Burapha University. Library

Address: CHONBURI

Email: buulibrary@buu.ac.th

Name: Rungnapha Saeeng

Role: Principal advisor

Created: 2022

Modified: 2023-03-15

Issued: 2023-03-15

วิทยานิพนธ์/Thesis

application/pdf

CallNumber: Th 547.64 Th419E

eng

DegreeName: Doctor of Philosophy

Level: Doctoral Degree

Descipline: Chemistry

Grantor: Burapha University

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