First Example of Aryl–Hetaryl Cross-Coupling via [5,5]-Sigmatropic Rearrangement

Abstract Polysubstituted furans and thiophenes with orthogonal functional groups were synthesized by a Strecker-type reaction leading to (arylaminonitriles), which underwent a [5,5]-sigmatropic rearrangement under mild conditions. The intramolecular character of the rearrangement was additionally proved.

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Publication Details

Journal
Synthesis
Published
2024-09-26
DOI
https://doi.org/10.1055/s-0043-1775403
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.00

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article

First Example of Aryl–Hetaryl Cross-Coupling via [5,5]-Sigmatropic Rearrangement

Валентин А. Чебанов, Svitlana V. Shishkina, Oleksandr V. Buravov, Victor O. Tomak
Synthesis
Catalytic C–H Functionalization Methods
article

First Example of Aryl–Hetaryl Cross-Coupling via [5,5]-Sigmatropic Rearrangement

Валентин А. Чебанов, Svitlana V. Shishkina, Oleksandr V. Buravov, Victor O. Tomak
article en

Abstract

Abstract Polysubstituted furans and thiophenes with orthogonal functional groups were synthesized by a Strecker-type reaction leading to (arylaminonitriles), which underwent a [5,5]-sigmatropic rearrangement under mild conditions. The intramolecular character of the rearrangement was additionally proved.

SynthesisVol. 57(05)
National Academy of Sciences of Ukraine (UA), State Scientific Institution “Institute for Single Crystals” of National Academy of Sciences of Ukraine (UA), Institute of Organic Chemistry (UA), Enamine (Ukraine) (UA), V. N. Karazin Kharkiv National University (UA)
National Academy of Sciences of Ukraine
Openalex Percentile: Top 88%
Catalytic C–H Functionalization Methods
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