Synthesis of eight-, nine-, and ten-membered, nitrogen-containing quinone-fused heterocycles

Sarit Yerushalmi; N. Gabriel Lemcoff; Shmuel Bittner

doi:10.1055/s-2006-958937

Synthesis of eight-, nine-, and ten-membered, nitrogen-containing quinone-fused heterocycles

Sarit Yerushalmi, N. Gabriel Lemcoff, Shmuel Bittner

Department of Chemistry

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

14 Scopus citations

Abstract

A series of allylamino-, diallylamino-, homoallylamino-and bishomoallylamino naphthoquinones were synthesized. Ruthenium-mediated ring-closing metathesis (RCM) efficiently converted these substrates into novel eight-, nine-, and ten-membered quinone-fused heterocycles. Hydro-derivatives of diazacine, diazonine, and diazecine were isolated and characterized.

Original language	English
Pages (from-to)	239-242
Number of pages	4
Journal	Synthesis
Issue number	2
DOIs	https://doi.org/10.1055/s-2006-958937
State	Published - 17 Jan 2007

Keywords

Cyclization
Diazacines
Diazecines
Diazonines
Heterocycles
Naphthoquinone
Ring-closing metathesis

ASJC Scopus subject areas

Catalysis
Organic Chemistry

Access to Document

10.1055/s-2006-958937

Cite this

@article{11f5971da36a4eab99d03d2c0ad376f0,

title = "Synthesis of eight-, nine-, and ten-membered, nitrogen-containing quinone-fused heterocycles",

abstract = "A series of allylamino-, diallylamino-, homoallylamino-and bishomoallylamino naphthoquinones were synthesized. Ruthenium-mediated ring-closing metathesis (RCM) efficiently converted these substrates into novel eight-, nine-, and ten-membered quinone-fused heterocycles. Hydro-derivatives of diazacine, diazonine, and diazecine were isolated and characterized.",

keywords = "Cyclization, Diazacines, Diazecines, Diazonines, Heterocycles, Naphthoquinone, Ring-closing metathesis",

author = "Sarit Yerushalmi and Lemcoff, {N. Gabriel} and Shmuel Bittner",

year = "2007",

month = jan,

day = "17",

doi = "10.1055/s-2006-958937",

language = "English",

pages = "239--242",

journal = "Synthesis",

issn = "0039-7881",

publisher = "Georg Thieme Verlag",

number = "2",

}

TY - JOUR

T1 - Synthesis of eight-, nine-, and ten-membered, nitrogen-containing quinone-fused heterocycles

AU - Yerushalmi, Sarit

AU - Lemcoff, N. Gabriel

AU - Bittner, Shmuel

PY - 2007/1/17

Y1 - 2007/1/17

N2 - A series of allylamino-, diallylamino-, homoallylamino-and bishomoallylamino naphthoquinones were synthesized. Ruthenium-mediated ring-closing metathesis (RCM) efficiently converted these substrates into novel eight-, nine-, and ten-membered quinone-fused heterocycles. Hydro-derivatives of diazacine, diazonine, and diazecine were isolated and characterized.

AB - A series of allylamino-, diallylamino-, homoallylamino-and bishomoallylamino naphthoquinones were synthesized. Ruthenium-mediated ring-closing metathesis (RCM) efficiently converted these substrates into novel eight-, nine-, and ten-membered quinone-fused heterocycles. Hydro-derivatives of diazacine, diazonine, and diazecine were isolated and characterized.

KW - Cyclization

KW - Diazacines

KW - Diazecines

KW - Diazonines

KW - Heterocycles

KW - Naphthoquinone

KW - Ring-closing metathesis

UR - http://www.scopus.com/inward/record.url?scp=33947523794&partnerID=8YFLogxK

U2 - 10.1055/s-2006-958937

DO - 10.1055/s-2006-958937

M3 - Article

AN - SCOPUS:33947523794

SN - 0039-7881

SP - 239

EP - 242

JO - Synthesis

JF - Synthesis

IS - 2

ER -

Synthesis of eight-, nine-, and ten-membered, nitrogen-containing quinone-fused heterocycles

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this