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C-H Sulfenylation of Umpoled Indoles under Photocatalytic Conditions

Title
C-H Sulfenylation of Umpoled Indoles under Photocatalytic Conditions
Author
이철용
Advisor(s)
신승훈
Issue Date
2022. 8
Publisher
한양대학교
Degree
Master
Abstract
Organosulfur compounds, particularly those having sulfenyl group at C3 position of indoles have a number of interesting biological activity. By employing N-acyloxyindoles as the umpoled coupling partner, we developed herein two photocatalytic methods for direct C3-sulfenylation with unmodified thiol derivatives as the sulfenylating agents. Photolysis of N-acyloxyindoles with purple LEDs (405 nm) produced C3-sulfenylated products both with aryl and alkyl thiols. The reaction was proposed to occur by homolysis, followed by a radical chain pathway. Alternatively, irradiation of blue LEDs in the presence of Ru(bpz)32+ as the photocatalyst led to C3-sulfenylation products both with aryl and alkyl thiols. In this case, photocatalytic single electron transfer may generate a thiyl radical which initiates the chain pathway.
URI
http://hanyang.dcollection.net/common/orgView/200000629507https://repository.hanyang.ac.kr/handle/20.500.11754/174274
Appears in Collections:
GRADUATE SCHOOL[S](대학원) > CHEMISTRY(화학과) > Theses (Master)
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