Synthesis of benzo[c]phenanthridine alkaloids, using a novel palladium-phosphine combination system - Pd(OAc)2, DPPP, and Bu3P

Takashi Harayama; Toshihiko Akiyama; Yuichiro Nakano; Kentaro Shibaike; Hisashi Akamatsu; Akihiro Hori; Hitoshi Abe; Yasuo Takeuchi

doi:10.1055/s-2002-19799

Synthesis of benzo[c]phenanthridine alkaloids, using a novel palladium-phosphine combination system - Pd(OAc)₂, DPPP, and Bu₃P

Takashi Harayama^*, Toshihiko Akiyama, Yuichiro Nakano, Kentaro Shibaike, Hisashi Akamatsu, Akihiro Hori, Hitoshi Abe, Yasuo Takeuchi

^*Corresponding author for this work

Applied Chemistry

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

55 Scopus citations

Abstract

Total synthesis of several benzo[c]phenanthridine alkaloids was accomplished via an aryl-aryl coupling reaction using a novel Pd reagent prepared from Pd(OAc)₂ DPPP, and Bu₃P. This is a versatile method for the coupling reactions of not only aryl triflates and arenes but also aryl halides and arenes.

Original language	English
Pages (from-to)	237-241
Number of pages	5
Journal	Synthesis
Issue number	2
DOIs	https://doi.org/10.1055/s-2002-19799
State	Published - 2002

Keywords

Halo-amide
Intramolecular aryl-aryl coupling
Palladium reagent
Ring closure
Triflate-amide

ASJC Scopus subject areas

Catalysis
Organic Chemistry

Access to Document

10.1055/s-2002-19799

Cite this

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title = "Synthesis of benzo[c]phenanthridine alkaloids, using a novel palladium-phosphine combination system - Pd(OAc)2, DPPP, and Bu3P",

abstract = "Total synthesis of several benzo[c]phenanthridine alkaloids was accomplished via an aryl-aryl coupling reaction using a novel Pd reagent prepared from Pd(OAc)2 DPPP, and Bu3P. This is a versatile method for the coupling reactions of not only aryl triflates and arenes but also aryl halides and arenes.",

keywords = "Halo-amide, Intramolecular aryl-aryl coupling, Palladium reagent, Ring closure, Triflate-amide",

author = "Takashi Harayama and Toshihiko Akiyama and Yuichiro Nakano and Kentaro Shibaike and Hisashi Akamatsu and Akihiro Hori and Hitoshi Abe and Yasuo Takeuchi",

year = "2002",

doi = "10.1055/s-2002-19799",

language = "英語",

pages = "237--241",

journal = "Synthesis",

issn = "0039-7881",

publisher = "Georg Thieme Verlag",

number = "2",

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T1 - Synthesis of benzo[c]phenanthridine alkaloids, using a novel palladium-phosphine combination system - Pd(OAc)2, DPPP, and Bu3P

AU - Harayama, Takashi

AU - Akiyama, Toshihiko

AU - Nakano, Yuichiro

AU - Shibaike, Kentaro

AU - Akamatsu, Hisashi

AU - Hori, Akihiro

AU - Abe, Hitoshi

AU - Takeuchi, Yasuo

PY - 2002

Y1 - 2002

N2 - Total synthesis of several benzo[c]phenanthridine alkaloids was accomplished via an aryl-aryl coupling reaction using a novel Pd reagent prepared from Pd(OAc)2 DPPP, and Bu3P. This is a versatile method for the coupling reactions of not only aryl triflates and arenes but also aryl halides and arenes.

AB - Total synthesis of several benzo[c]phenanthridine alkaloids was accomplished via an aryl-aryl coupling reaction using a novel Pd reagent prepared from Pd(OAc)2 DPPP, and Bu3P. This is a versatile method for the coupling reactions of not only aryl triflates and arenes but also aryl halides and arenes.

KW - Halo-amide

KW - Intramolecular aryl-aryl coupling

KW - Palladium reagent

KW - Ring closure

KW - Triflate-amide

UR - http://www.scopus.com/inward/record.url?scp=0036159685&partnerID=8YFLogxK

U2 - 10.1055/s-2002-19799

DO - 10.1055/s-2002-19799

M3 - 学術論文

AN - SCOPUS:0036159685

SN - 0039-7881

SP - 237

EP - 241

JO - Synthesis

JF - Synthesis

IS - 2

ER -