Oxidation of 3-Aminoquinazolinones with Lead Tetraacetate. A Novel Synthesis of Naphtho-Fused Azirino-Pyrazolo- and 1,4,5-Oxadiazepino-Quinazolinones-Reference-Cited by-同舟云学术

Oxidation of 3-Aminoquinazolinones with Lead Tetraacetate. A Novel Synthesis of Naphtho-Fused Azirino-Pyrazolo- and 1,4,5-Oxadiazepino-Quinazolinones

Published:2002-05 Issue:5 Volume:2002 Page:205-208
ISSN:1747-5198
Container-title:Journal of Chemical Research
language:en
Short-container-title:Journal of Chemical Research

Author:

El-Sharief A.M. Sh.¹,Ammar Y.A.¹,Zahran M.A.¹,Ali A.H.¹

Affiliation:

1. Chemistry Department, Faculty of Science, Al-Azhar University, Nasr City, Cairo, Egypt

Abstract

Oxidation of 3-aminoquinazolin-4(3H)-one derivative 3c using lead tetraacetate in methylene chloride at −20°C gave aziridine 4, while reaction of 7b and 7c under similar conditions gave the oxadiazepine derivatives 7H-naphtho[2′,1′:6,7][1,4,5]oxadiazepino[3,4-b]quinazolin-9(15H)-one (9) and 16H-naphtho[1′,2′:6,7][1,4,5]oxadiazepino[3,4-b]quinazolin-14(8H)-one (11), respectively.

Publisher

SAGE Publications

Subject

General Chemistry

Link

http://journals.sagepub.com/doi/pdf/10.3184/030823402103171870

Reference12 articles.

1. Aziridination of alkenes using 3-amino-2-ethylquinazolin-4(3H)-one and lead tetra-acetate–trifluoroacetic acid

2. Aziridination of cyclohex-2-enols and 3-substituted cyclohexenes: comparison with epoxidation

3. 3-Acetoxyaminoquinazolinones (QNHOAc) as aziridinating agents: ring-opening of N-(Q)-substituted aziridines

4. Intramolecular reactions of N-nitrenes: description of the transition state geometry for addition to alkenes

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