Synthesis of a luminescent compound: 8-dimethylaminopyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones

Yoshinori Tominaga; Kaori Komiya; Seigo Kataoka; Yasuhiro Shigemitsu; Takashi Hirota; Kenji Sasaki

doi:10.3987/COM-98-8249

Synthesis of a luminescent compound: 8-dimethylaminopyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones

Yoshinori Tominaga, Kaori Komiya, Seigo Kataoka, Yasuhiro Shigemitsu, Takashi Hirota, Kenji Sasaki

Institute for Education and Student Services

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

12 Citations (Scopus)

Abstract

Some pyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones (1a-d) as a luminescent compound were synthesized via several steps from indolizine derivatives. The key intermediates, dimethyl 6-dimethylamino[2.2.3]cyclazine-1,2-dicarboxylates (5, 7) were synthesized by the [8 + 2] cycloaddition reaction of 7-dimethylaminoindolizines (4, 6) with dimethyl acetylenedicarboxylate in the presence of Pd-C in refluxing toluene.

Original language	English
Pages (from-to)	1985-1988
Number of pages	4
Journal	Heterocycles
Volume	48
Issue number	10
DOIs	https://doi.org/10.3987/COM-98-8249
Publication status	Published - Jan 1 1998

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

Access to Document

10.3987/COM-98-8249

Fingerprint Dive into the research topics of 'Synthesis of a luminescent compound: 8-dimethylaminopyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones'. Together they form a unique fingerprint.

Cite this

@article{82148f5231c1447cb3a36f4f777bbf5d,

title = "Synthesis of a luminescent compound: 8-dimethylaminopyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones",

abstract = "Some pyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones (1a-d) as a luminescent compound were synthesized via several steps from indolizine derivatives. The key intermediates, dimethyl 6-dimethylamino[2.2.3]cyclazine-1,2-dicarboxylates (5, 7) were synthesized by the [8 + 2] cycloaddition reaction of 7-dimethylaminoindolizines (4, 6) with dimethyl acetylenedicarboxylate in the presence of Pd-C in refluxing toluene.",

author = "Yoshinori Tominaga and Kaori Komiya and Seigo Kataoka and Yasuhiro Shigemitsu and Takashi Hirota and Kenji Sasaki",

year = "1998",

month = jan,

day = "1",

doi = "10.3987/COM-98-8249",

language = "English",

volume = "48",

pages = "1985--1988",

journal = "Heterocycles",

issn = "0385-5414",

publisher = "Japan Institute of Heterocyclic Chemistry",

number = "10",

}

TY - JOUR

T1 - Synthesis of a luminescent compound

T2 - 8-dimethylaminopyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones

AU - Tominaga, Yoshinori

AU - Komiya, Kaori

AU - Kataoka, Seigo

AU - Shigemitsu, Yasuhiro

AU - Hirota, Takashi

AU - Sasaki, Kenji

PY - 1998/1/1

Y1 - 1998/1/1

N2 - Some pyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones (1a-d) as a luminescent compound were synthesized via several steps from indolizine derivatives. The key intermediates, dimethyl 6-dimethylamino[2.2.3]cyclazine-1,2-dicarboxylates (5, 7) were synthesized by the [8 + 2] cycloaddition reaction of 7-dimethylaminoindolizines (4, 6) with dimethyl acetylenedicarboxylate in the presence of Pd-C in refluxing toluene.

AB - Some pyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones (1a-d) as a luminescent compound were synthesized via several steps from indolizine derivatives. The key intermediates, dimethyl 6-dimethylamino[2.2.3]cyclazine-1,2-dicarboxylates (5, 7) were synthesized by the [8 + 2] cycloaddition reaction of 7-dimethylaminoindolizines (4, 6) with dimethyl acetylenedicarboxylate in the presence of Pd-C in refluxing toluene.

UR - http://www.scopus.com/inward/record.url?scp=0001002956&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0001002956&partnerID=8YFLogxK

U2 - 10.3987/COM-98-8249

DO - 10.3987/COM-98-8249

M3 - Article

AN - SCOPUS:0001002956

VL - 48

SP - 1985

EP - 1988

JO - Heterocycles

JF - Heterocycles

SN - 0385-5414

IS - 10

ER -