Palladium-catalyzed construction of heteroatom-containing π-conjugated systems by intramolecular oxidative C-H/C-H coupling reaction

Kenta Saito, Prasanna Kumara Chikkade, Motomu Kanai, Yoichiro Kuninobu

Research output: Contribution to journalArticle

48 Citations (Scopus)

Abstract

Synthesis of heteroatom-containing ladder-type π-conjugated molecules was successfully achieved via a palladium-catalyzed intramolecular oxidative C-H/C-H cross-coupling reaction. This reaction provides a variety of π-conjugated molecules bearing heteroatoms, such as nitrogen, oxygen, phosphorus, and sulfur atoms, and a carbonyl group. The π-conjugated molecules were synthesized efficiently, even in gram scale, and larger π-conjugated molecules were also obtained by a double C-H/C-H cross-coupling reaction and successive oxidative cycloaromatization.

Original languageEnglish
Pages (from-to)8365-8368
Number of pages4
JournalChemistry - A European Journal
Volume21
Issue number23
DOIs
Publication statusPublished - Jun 1 2015
Externally publishedYes

Fingerprint

Palladium
Molecules
Bearings (structural)
Ladders
Sulfur
Phosphorus
Nitrogen
Oxygen
Atoms

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Organic Chemistry

Cite this

Palladium-catalyzed construction of heteroatom-containing π-conjugated systems by intramolecular oxidative C-H/C-H coupling reaction. / Saito, Kenta; Chikkade, Prasanna Kumara; Kanai, Motomu; Kuninobu, Yoichiro.

In: Chemistry - A European Journal, Vol. 21, No. 23, 01.06.2015, p. 8365-8368.

Research output: Contribution to journalArticle

@article{b3e4908c4e7943dc8b3076c75615d83a,
title = "Palladium-catalyzed construction of heteroatom-containing π-conjugated systems by intramolecular oxidative C-H/C-H coupling reaction",
abstract = "Synthesis of heteroatom-containing ladder-type π-conjugated molecules was successfully achieved via a palladium-catalyzed intramolecular oxidative C-H/C-H cross-coupling reaction. This reaction provides a variety of π-conjugated molecules bearing heteroatoms, such as nitrogen, oxygen, phosphorus, and sulfur atoms, and a carbonyl group. The π-conjugated molecules were synthesized efficiently, even in gram scale, and larger π-conjugated molecules were also obtained by a double C-H/C-H cross-coupling reaction and successive oxidative cycloaromatization.",
author = "Kenta Saito and Chikkade, {Prasanna Kumara} and Motomu Kanai and Yoichiro Kuninobu",
year = "2015",
month = "6",
day = "1",
doi = "10.1002/chem.201501116",
language = "English",
volume = "21",
pages = "8365--8368",
journal = "Chemistry - A European Journal",
issn = "0947-6539",
publisher = "Wiley-VCH Verlag",
number = "23",

}

TY - JOUR

T1 - Palladium-catalyzed construction of heteroatom-containing π-conjugated systems by intramolecular oxidative C-H/C-H coupling reaction

AU - Saito, Kenta

AU - Chikkade, Prasanna Kumara

AU - Kanai, Motomu

AU - Kuninobu, Yoichiro

PY - 2015/6/1

Y1 - 2015/6/1

N2 - Synthesis of heteroatom-containing ladder-type π-conjugated molecules was successfully achieved via a palladium-catalyzed intramolecular oxidative C-H/C-H cross-coupling reaction. This reaction provides a variety of π-conjugated molecules bearing heteroatoms, such as nitrogen, oxygen, phosphorus, and sulfur atoms, and a carbonyl group. The π-conjugated molecules were synthesized efficiently, even in gram scale, and larger π-conjugated molecules were also obtained by a double C-H/C-H cross-coupling reaction and successive oxidative cycloaromatization.

AB - Synthesis of heteroatom-containing ladder-type π-conjugated molecules was successfully achieved via a palladium-catalyzed intramolecular oxidative C-H/C-H cross-coupling reaction. This reaction provides a variety of π-conjugated molecules bearing heteroatoms, such as nitrogen, oxygen, phosphorus, and sulfur atoms, and a carbonyl group. The π-conjugated molecules were synthesized efficiently, even in gram scale, and larger π-conjugated molecules were also obtained by a double C-H/C-H cross-coupling reaction and successive oxidative cycloaromatization.

UR - http://www.scopus.com/inward/record.url?scp=84930221644&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84930221644&partnerID=8YFLogxK

U2 - 10.1002/chem.201501116

DO - 10.1002/chem.201501116

M3 - Article

AN - SCOPUS:84930221644

VL - 21

SP - 8365

EP - 8368

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

SN - 0947-6539

IS - 23

ER -