An efficient generation method and remarkable reactivities of 3-triflyloxybenzyne

Suguru Yoshida, Keisuke Uchida, Kazunobu Igawa, Katsuhiko Tomooka, Takamitsu Hosoya

Research output: Contribution to journalArticle

45 Citations (Scopus)

Abstract

3-Triflyloxybenzyne was generated via an iodine-magnesium exchange reaction of 1,3-bis(triflyloxy)-2-iodobenzene using the trimethylsilylmethyl Grignard reagent. Various arynophiles and nucleophiles reacted regioselectively with 3-triflyoxybenzyne to afford cycloadducts and unique aryl triflones, which were provided via thia-Fries rearrangement.

Original languageEnglish
Pages (from-to)15059-15062
Number of pages4
JournalChemical Communications
Volume50
Issue number95
DOIs
Publication statusPublished - Dec 11 2014

Fingerprint

Nucleophiles
Iodine
Magnesium
iodobenzene

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

Cite this

An efficient generation method and remarkable reactivities of 3-triflyloxybenzyne. / Yoshida, Suguru; Uchida, Keisuke; Igawa, Kazunobu; Tomooka, Katsuhiko; Hosoya, Takamitsu.

In: Chemical Communications, Vol. 50, No. 95, 11.12.2014, p. 15059-15062.

Research output: Contribution to journalArticle

Yoshida, Suguru ; Uchida, Keisuke ; Igawa, Kazunobu ; Tomooka, Katsuhiko ; Hosoya, Takamitsu. / An efficient generation method and remarkable reactivities of 3-triflyloxybenzyne. In: Chemical Communications. 2014 ; Vol. 50, No. 95. pp. 15059-15062.
@article{c68d3e876efd4e7dba0088b0af2ca08d,
title = "An efficient generation method and remarkable reactivities of 3-triflyloxybenzyne",
abstract = "3-Triflyloxybenzyne was generated via an iodine-magnesium exchange reaction of 1,3-bis(triflyloxy)-2-iodobenzene using the trimethylsilylmethyl Grignard reagent. Various arynophiles and nucleophiles reacted regioselectively with 3-triflyoxybenzyne to afford cycloadducts and unique aryl triflones, which were provided via thia-Fries rearrangement.",
author = "Suguru Yoshida and Keisuke Uchida and Kazunobu Igawa and Katsuhiko Tomooka and Takamitsu Hosoya",
year = "2014",
month = "12",
day = "11",
doi = "10.1039/c4cc07058e",
language = "English",
volume = "50",
pages = "15059--15062",
journal = "Chemical Communications",
issn = "1359-7345",
publisher = "Royal Society of Chemistry",
number = "95",

}

TY - JOUR

T1 - An efficient generation method and remarkable reactivities of 3-triflyloxybenzyne

AU - Yoshida, Suguru

AU - Uchida, Keisuke

AU - Igawa, Kazunobu

AU - Tomooka, Katsuhiko

AU - Hosoya, Takamitsu

PY - 2014/12/11

Y1 - 2014/12/11

N2 - 3-Triflyloxybenzyne was generated via an iodine-magnesium exchange reaction of 1,3-bis(triflyloxy)-2-iodobenzene using the trimethylsilylmethyl Grignard reagent. Various arynophiles and nucleophiles reacted regioselectively with 3-triflyoxybenzyne to afford cycloadducts and unique aryl triflones, which were provided via thia-Fries rearrangement.

AB - 3-Triflyloxybenzyne was generated via an iodine-magnesium exchange reaction of 1,3-bis(triflyloxy)-2-iodobenzene using the trimethylsilylmethyl Grignard reagent. Various arynophiles and nucleophiles reacted regioselectively with 3-triflyoxybenzyne to afford cycloadducts and unique aryl triflones, which were provided via thia-Fries rearrangement.

UR - http://www.scopus.com/inward/record.url?scp=84908680635&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84908680635&partnerID=8YFLogxK

U2 - 10.1039/c4cc07058e

DO - 10.1039/c4cc07058e

M3 - Article

C2 - 25329566

AN - SCOPUS:84908680635

VL - 50

SP - 15059

EP - 15062

JO - Chemical Communications

JF - Chemical Communications

SN - 1359-7345

IS - 95

ER -