Rhodium-Catalyzed Synthesis of Heteroarylselenyl Esters from Diheteroaryl Diselenides and Acid Fluorides

Mieko Arisawa; Ren Suzuki; Keiichiro Ohashi; Masahiko Yamaguchi

doi:10.1002/ajoc.202000077

Rhodium-Catalyzed Synthesis of Heteroarylselenyl Esters from Diheteroaryl Diselenides and Acid Fluorides

Mieko Arisawa, Ren Suzuki, Keiichiro Ohashi, Masahiko Yamaguchi

PHA - Molecular Pharmaceutical Science

Research output: Contribution to journal › Article › peer-review

1 Citation (Scopus)

Abstract

A rhodium complex catalyzed C−Se bond formation between diheteroaryl diselenides and acid fluorides in the presence of triphenylphosphine to provide heteroarylselenyl esters in good yields. The reaction was applicable to five- and six-membered heteroaryl compounds. The heteroarylselenyl esters can be used as heteroaryselenating reagents in the synthesis of heteroaryl selenides, as shown by a platinum-catalyzed addition reaction with 1-octyne.

Original language	English
Pages (from-to)	553-556
Number of pages	4
Journal	Asian Journal of Organic Chemistry
Volume	9
Issue number	4
DOIs	https://doi.org/10.1002/ajoc.202000077
Publication status	Published - 2020 Apr 1

Keywords

Acid fluorides
C−Se bond formation
Diheteroaryl diselenides
Heteroarylselenyl esters
Heteroaryselenating reagents

ASJC Scopus subject areas

Organic Chemistry

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title = "Rhodium-Catalyzed Synthesis of Heteroarylselenyl Esters from Diheteroaryl Diselenides and Acid Fluorides",

abstract = "A rhodium complex catalyzed C−Se bond formation between diheteroaryl diselenides and acid fluorides in the presence of triphenylphosphine to provide heteroarylselenyl esters in good yields. The reaction was applicable to five- and six-membered heteroaryl compounds. The heteroarylselenyl esters can be used as heteroaryselenating reagents in the synthesis of heteroaryl selenides, as shown by a platinum-catalyzed addition reaction with 1-octyne.",

keywords = "Acid fluorides, C−Se bond formation, Diheteroaryl diselenides, Heteroarylselenyl esters, Heteroaryselenating reagents",

author = "Mieko Arisawa and Ren Suzuki and Keiichiro Ohashi and Masahiko Yamaguchi",

year = "2020",

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doi = "10.1002/ajoc.202000077",

language = "English",

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TY - JOUR

T1 - Rhodium-Catalyzed Synthesis of Heteroarylselenyl Esters from Diheteroaryl Diselenides and Acid Fluorides

AU - Arisawa, Mieko

AU - Suzuki, Ren

AU - Ohashi, Keiichiro

AU - Yamaguchi, Masahiko

PY - 2020/4/1

Y1 - 2020/4/1

N2 - A rhodium complex catalyzed C−Se bond formation between diheteroaryl diselenides and acid fluorides in the presence of triphenylphosphine to provide heteroarylselenyl esters in good yields. The reaction was applicable to five- and six-membered heteroaryl compounds. The heteroarylselenyl esters can be used as heteroaryselenating reagents in the synthesis of heteroaryl selenides, as shown by a platinum-catalyzed addition reaction with 1-octyne.

AB - A rhodium complex catalyzed C−Se bond formation between diheteroaryl diselenides and acid fluorides in the presence of triphenylphosphine to provide heteroarylselenyl esters in good yields. The reaction was applicable to five- and six-membered heteroaryl compounds. The heteroarylselenyl esters can be used as heteroaryselenating reagents in the synthesis of heteroaryl selenides, as shown by a platinum-catalyzed addition reaction with 1-octyne.

KW - Acid fluorides

KW - C−Se bond formation

KW - Diheteroaryl diselenides

KW - Heteroarylselenyl esters

KW - Heteroaryselenating reagents

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DO - 10.1002/ajoc.202000077

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JO - Asian Journal of Organic Chemistry

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