Thioether-Directed C4-Selective C-H Acylmethylation of Indoles Using α-Carbonyl Sulfoxonium Ylides

Kona, Chandrababu Naidu; Nishii, Yuji; Miura, Masahiro

Organic Letters, 2020, 22(12), 4806-4811

Number of Access:263（2025-08-14 01:05 Counts）

Identifier to cite or link to this item: https://hdl.handle.net/11094/92817

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Title
Thioether-Directed C4-Selective C-H Acylmethylation of Indoles Using α-Carbonyl Sulfoxonium Ylides
Creator
CreatorName
Kona, Chandrababu Naidu
NRID
1000070773787 1000070773787
ORCID
0000-0002-6824-0639 0000-0002-6824-0639
researchmap permalink
y_nishii y_nishii
Scopus Author ID
55233363700 55233363700
CreatorName
Nishii, Yuji
NRID
1000020183626 1000020183626
ORCID
0000-0001-8288-6439 0000-0001-8288-6439
researchmap permalink
read0013936 read0013936
Scopus Author ID
7402799909 7402799909
CreatorName
Miura, Masahiro
Description
Kona C.N., Nishii Y., Miura M.. Thioether-Directed C4-Selective C-H Acylmethylation of Indoles Using α-Carbonyl Sulfoxonium Ylides. Organic Letters. 22(12), 4806-4811, (2020), 19 June 2020; ©2020 American Chemical Society. https://doi.org/10.1021/acs.orglett.0c01617.
Abstract
Site-selective direct functionalization of an indole benzenoid core has been a great challenge due to its inherently poor reactivity. We herein demonstrate an iridium-catalyzed C4-selective acylmethylation of indoles using α-carbonyl sulfoxonium ylides as carbene precursors. This method exhibits high efficiency and broad functional group compatibility. The directing group was easily removed or converted to other functionalities after the catalysis. The potential synthetic utility of the coupling products was highlighted by constructing medium-sized polycyclic indoles.
Publisher
American Chemical Societyservice
Source Title
Organic Letters
Volume (Issue)
22(12)
Page
4806-4811
Date of Issued
2020-06-19
Language
English
Handle URL
https://hdl.handle.net/11094/92817
PISSN
15237060
eISSN
15237052
Relation.isVersionOf
DOI (Publisher Version)
https://doi.org/10.1021/acs.orglett.0c01617
Access Rights
open access
CopyRight
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.0c01617.
oaire:version
Accepted Manuscript
Category
学術雑誌論文 Journal Article