Synthesis of Novel Heterocycles from 2-Amino-3-cyanomethyl-sulfonyl-4,5-dimethylfuran

Chad E. Stephens, J. Walter Sowell

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The synthesis and selected reactions of the versatile heterocycle 2-amino-3-cyanomethylsulfonyl-4,5-dimethylfuran is reported. In particular, cyclization reaction of the aminofuran yielded a number of novel furo[3,2-b]thiazine 1,1-dioxides. Additionally, a novel tetracyclic system, namely a pyrrolo[2′,3′:5,6]-[1,4]thiazino[3,2-b]quinoline 4,4-dioxide, is prepared via an intramolecular triple-cyclization in which the furan ring is opened and reclosed as a pyrrole.

Original languageEnglish (US)
Pages (from-to)857-860
Number of pages4
JournalJournal of Heterocyclic Chemistry
Volume34
Issue number3
DOIs
StatePublished - Jan 1 1997
Externally publishedYes

Fingerprint

Cyclization
Thiazines
Pyrroles
quinoline
furan

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthesis of Novel Heterocycles from 2-Amino-3-cyanomethyl-sulfonyl-4,5-dimethylfuran. / Stephens, Chad E.; Sowell, J. Walter.

In: Journal of Heterocyclic Chemistry, Vol. 34, No. 3, 01.01.1997, p. 857-860.

Research output: Contribution to journalArticle

@article{8593bec6a03347819cb50359c674463b,
title = "Synthesis of Novel Heterocycles from 2-Amino-3-cyanomethyl-sulfonyl-4,5-dimethylfuran",
abstract = "The synthesis and selected reactions of the versatile heterocycle 2-amino-3-cyanomethylsulfonyl-4,5-dimethylfuran is reported. In particular, cyclization reaction of the aminofuran yielded a number of novel furo[3,2-b]thiazine 1,1-dioxides. Additionally, a novel tetracyclic system, namely a pyrrolo[2′,3′:5,6]-[1,4]thiazino[3,2-b]quinoline 4,4-dioxide, is prepared via an intramolecular triple-cyclization in which the furan ring is opened and reclosed as a pyrrole.",
author = "Stephens, {Chad E.} and Sowell, {J. Walter}",
year = "1997",
month = "1",
day = "1",
doi = "10.1002/jhet.5570340324",
language = "English (US)",
volume = "34",
pages = "857--860",
journal = "Journal of Heterocyclic Chemistry",
issn = "0022-152X",
publisher = "Heterocorporation",
number = "3",

}

TY - JOUR

T1 - Synthesis of Novel Heterocycles from 2-Amino-3-cyanomethyl-sulfonyl-4,5-dimethylfuran

AU - Stephens, Chad E.

AU - Sowell, J. Walter

PY - 1997/1/1

Y1 - 1997/1/1

N2 - The synthesis and selected reactions of the versatile heterocycle 2-amino-3-cyanomethylsulfonyl-4,5-dimethylfuran is reported. In particular, cyclization reaction of the aminofuran yielded a number of novel furo[3,2-b]thiazine 1,1-dioxides. Additionally, a novel tetracyclic system, namely a pyrrolo[2′,3′:5,6]-[1,4]thiazino[3,2-b]quinoline 4,4-dioxide, is prepared via an intramolecular triple-cyclization in which the furan ring is opened and reclosed as a pyrrole.

AB - The synthesis and selected reactions of the versatile heterocycle 2-amino-3-cyanomethylsulfonyl-4,5-dimethylfuran is reported. In particular, cyclization reaction of the aminofuran yielded a number of novel furo[3,2-b]thiazine 1,1-dioxides. Additionally, a novel tetracyclic system, namely a pyrrolo[2′,3′:5,6]-[1,4]thiazino[3,2-b]quinoline 4,4-dioxide, is prepared via an intramolecular triple-cyclization in which the furan ring is opened and reclosed as a pyrrole.

UR - http://www.scopus.com/inward/record.url?scp=0013684048&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0013684048&partnerID=8YFLogxK

U2 - 10.1002/jhet.5570340324

DO - 10.1002/jhet.5570340324

M3 - Article

AN - SCOPUS:0013684048

VL - 34

SP - 857

EP - 860

JO - Journal of Heterocyclic Chemistry

JF - Journal of Heterocyclic Chemistry

SN - 0022-152X

IS - 3

ER -