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

Research output: Contribution to journal › Article

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 languageEnglish
Pages (from-to)1985-1988
Number of pages4
JournalHeterocycles
Volume48
Issue number10
Publication statusPublished - 1998

Fingerprint

Cycloaddition
Cycloaddition Reaction
Toluene
Derivatives
indolizine
acetylenedicarboxylic acid dimethyl ester

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Tominaga, Y., Komiya, K., Kataoka, S., Shigemitsu, Y., Hirota, T., & Sasaki, K. (1998). Synthesis of a luminescent compound: 8-dimethylaminopyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones. Heterocycles, 48(10), 1985-1988.

Synthesis of a luminescent compound : 8-dimethylaminopyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones. / Tominaga, Yoshinori; Komiya, Kaori; Kataoka, Seigo; Shigemitsu, Yasuhiro; Hirota, Takashi; Sasaki, Kenji.

In: Heterocycles, Vol. 48, No. 10, 1998, p. 1985-1988.

Research output: Contribution to journal › Article

Tominaga, Y, Komiya, K, Kataoka, S, Shigemitsu, Y, Hirota, T & Sasaki, K 1998, 'Synthesis of a luminescent compound: 8-dimethylaminopyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones', Heterocycles, vol. 48, no. 10, pp. 1985-1988.
Tominaga Y, Komiya K, Kataoka S, Shigemitsu Y, Hirota T, Sasaki K. Synthesis of a luminescent compound: 8-dimethylaminopyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones. Heterocycles. 1998;48(10):1985-1988.
Tominaga, Yoshinori ; Komiya, Kaori ; Kataoka, Seigo ; Shigemitsu, Yasuhiro ; Hirota, Takashi ; Sasaki, Kenji. / Synthesis of a luminescent compound : 8-dimethylaminopyridazino[4,5-a][2.2.3]cyclazine-1,4(2H,3H)-diones. In: Heterocycles. 1998 ; Vol. 48, No. 10. pp. 1985-1988.
@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",
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

Y1 - 1998

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

M3 - Article

AN - SCOPUS:0001002956

VL - 48

SP - 1985

EP - 1988

JO - Heterocycles

JF - Heterocycles

SN - 0385-5414

IS - 10

ER -

Access to Document