Mn(I)‐Catalyzed C−H Allylation of Indoles with 2‐Vinylaziridines

Abstract Mn(CO) 5 Br‐catalyzed reaction of 1‐(2‐pyrimidyl)indoles with 1‐sulfonyl‐2‐vinylaziridines in THF in the presence of 0.25 equiv. of NaOAc affords 2‐allylated indoles in 31 % to 100 % yields. The protocol suits for 3‐, 4‐, 5‐, 6‐, and 7‐substituted indoles and N‐(2‐pyrimidyl)pyrroles as well as various 1‐(arylsulfonyl)‐2‐vinylaziridines such as 1‐(phenylsulfonyl)‐2‐vinylaziridine, 1‐(naphthalen‐2‐ylsulfon‐yl)‐2‐vinylaziridine, and 1‐(substituted phenylsulfonyl)‐2‐vinylazirid‐ines. Functional groups including alkyl, alkoxy, halogen, CHO, COOMe, CF 3 , CN, and NO 2 groups are tolerated.

Authors

Institutions

Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2024-10-08
DOI
https://doi.org/10.1002/ajoc.202400467
Citations
2
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.50

Funders

Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Mn(I)‐Catalyzed C−H Allylation of Indoles with 2‐Vinylaziridines

Hong Zeng, Zhong‐Xia Wang
2 citations
Asian Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
0.50
article

Mn(I)‐Catalyzed C−H Allylation of Indoles with 2‐Vinylaziridines

Hong Zeng, Zhong‐Xia Wang
article en
2 citations

Abstract

Abstract Mn(CO) 5 Br‐catalyzed reaction of 1‐(2‐pyrimidyl)indoles with 1‐sulfonyl‐2‐vinylaziridines in THF in the presence of 0.25 equiv. of NaOAc affords 2‐allylated indoles in 31 % to 100 % yields. The protocol suits for 3‐, 4‐, 5‐, 6‐, and 7‐substituted indoles and N‐(2‐pyrimidyl)pyrroles as well as various 1‐(arylsulfonyl)‐2‐vinylaziridines such as 1‐(phenylsulfonyl)‐2‐vinylaziridine, 1‐(naphthalen‐2‐ylsulfon‐yl)‐2‐vinylaziridine, and 1‐(substituted phenylsulfonyl)‐2‐vinylazirid‐ines. Functional groups including alkyl, alkoxy, halogen, CHO, COOMe, CF 3 , CN, and NO 2 groups are tolerated.

Asian Journal of Organic ChemistryVol. 14(1)
University of Science and Technology of China (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 39%
Catalytic C–H Functionalization Methods
0.50
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.