Rhodium(I)-catalyzed carbonylative arylation of alkynes with arylboronic acids using formaldehyde as a carbonyl source

Chuang Wang; Tsumoru Morimoto; Hiroyuki Kanashiro; Hiroki Tanimoto; Yasuhiro Nishiyama; Kiyomi Kakiuchi; Levent Artok

doi:10.1055/s-0033-1341046

Rhodium(I)-catalyzed carbonylative arylation of alkynes with arylboronic acids using formaldehyde as a carbonyl source

Chuang Wang, Tsumoru Morimoto^*, Hiroyuki Kanashiro, Hiroki Tanimoto, Yasuhiro Nishiyama, Kiyomi Kakiuchi, Levent Artok

^*この論文の責任著者

生体認識化学研究室

研究成果: ジャーナルへの寄稿 › 学術論文 › 査読

13 被引用数 (Scopus)

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The rhodium(I)-catalyzed reaction of alkynes with arylboronic acids in the presence of formaldehyde resulted in a carbon monoxide gas-free carbonylative arylation to yield α,β-enones. The simultaneous loading of phosphine-ligated and phosphine-free rhodium(I) complexes is required for efficient catalysis, which catalyze the abstraction of a carbonyl moiety from formaldehyde (decarbonylation) and its subsequent introduction into the substrate (carbonylation), respectively.

本文言語	英語
論文番号	ST-2014-U0080-L
ページ（範囲）	1155-1159
ページ数	5
ジャーナル	Synlett
巻	25
号	8
DOI	https://doi.org/10.1055/s-0033-1341046
出版ステータス	出版済み - 2014/05

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有機化学

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10.1055/s-0033-1341046

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title = "Rhodium(I)-catalyzed carbonylative arylation of alkynes with arylboronic acids using formaldehyde as a carbonyl source",

abstract = "The rhodium(I)-catalyzed reaction of alkynes with arylboronic acids in the presence of formaldehyde resulted in a carbon monoxide gas-free carbonylative arylation to yield α,β-enones. The simultaneous loading of phosphine-ligated and phosphine-free rhodium(I) complexes is required for efficient catalysis, which catalyze the abstraction of a carbonyl moiety from formaldehyde (decarbonylation) and its subsequent introduction into the substrate (carbonylation), respectively.",

keywords = "alkynes, arylation, carbonylation, formaldehyde, rhodium",

author = "Chuang Wang and Tsumoru Morimoto and Hiroyuki Kanashiro and Hiroki Tanimoto and Yasuhiro Nishiyama and Kiyomi Kakiuchi and Levent Artok",

year = "2014",

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doi = "10.1055/s-0033-1341046",

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T1 - Rhodium(I)-catalyzed carbonylative arylation of alkynes with arylboronic acids using formaldehyde as a carbonyl source

AU - Wang, Chuang

AU - Morimoto, Tsumoru

AU - Kanashiro, Hiroyuki

AU - Tanimoto, Hiroki

AU - Nishiyama, Yasuhiro

AU - Kakiuchi, Kiyomi

AU - Artok, Levent

PY - 2014/5

Y1 - 2014/5

N2 - The rhodium(I)-catalyzed reaction of alkynes with arylboronic acids in the presence of formaldehyde resulted in a carbon monoxide gas-free carbonylative arylation to yield α,β-enones. The simultaneous loading of phosphine-ligated and phosphine-free rhodium(I) complexes is required for efficient catalysis, which catalyze the abstraction of a carbonyl moiety from formaldehyde (decarbonylation) and its subsequent introduction into the substrate (carbonylation), respectively.

AB - The rhodium(I)-catalyzed reaction of alkynes with arylboronic acids in the presence of formaldehyde resulted in a carbon monoxide gas-free carbonylative arylation to yield α,β-enones. The simultaneous loading of phosphine-ligated and phosphine-free rhodium(I) complexes is required for efficient catalysis, which catalyze the abstraction of a carbonyl moiety from formaldehyde (decarbonylation) and its subsequent introduction into the substrate (carbonylation), respectively.

KW - alkynes

KW - arylation

KW - carbonylation

KW - formaldehyde

KW - rhodium

UR - http://www.scopus.com/inward/record.url?scp=84899923051&partnerID=8YFLogxK

U2 - 10.1055/s-0033-1341046

DO - 10.1055/s-0033-1341046

M3 - 学術論文

AN - SCOPUS:84899923051

SN - 0936-5214

VL - 25

SP - 1155

EP - 1159

JO - Synlett

JF - Synlett

IS - 8

M1 - ST-2014-U0080-L

ER -

Rhodium(I)-catalyzed carbonylative arylation of alkynes with arylboronic acids using formaldehyde as a carbonyl source

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