Dual reactivity of diazonium salts derived from 1-amino-2-ethynyl-9,10- anthraquinones

Abstract

Diazotization of vicinal 1-amino-2-ethynyl-4-R-9,10-anthraquinones followed by a reaction with NaN₃ gave 5-hydroxy-3-R-1H-naphtho[2,3-g] indazole-6,11-diones or 3-ethynyl-5-R-6H-anthra[1,9-cd]isoxazol-6-ones, depending on the substituents at the triply bonded C atom and in position 4 of the anthraquinone framework.

Original language	English
Pages (from-to)	2088-2095
Number of pages	8
Journal	Russian Chemical Bulletin
Volume	61
Issue number	11
DOIs	https://doi.org/10.1007/s11172-012-0292-2
Publication status	Published - 1 Nov 2012
Externally published	Yes

Keywords

anthraisoxazoles
diazotization
heterocyclization
naphthoindazoles

ASJC Scopus subject areas

Chemistry(all)

Access to Document

10.1007/s11172-012-0292-2

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title = "Dual reactivity of diazonium salts derived from 1-amino-2-ethynyl-9,10- anthraquinones",

abstract = "Diazotization of vicinal 1-amino-2-ethynyl-4-R-9,10-anthraquinones followed by a reaction with NaN3 gave 5-hydroxy-3-R-1H-naphtho[2,3-g] indazole-6,11-diones or 3-ethynyl-5-R-6H-anthra[1,9-cd]isoxazol-6-ones, depending on the substituents at the triply bonded C atom and in position 4 of the anthraquinone framework.",

keywords = "anthraisoxazoles, diazotization, heterocyclization, naphthoindazoles",

author = "Vasilevsky, {S. F.} and Stepanov, {A. A.} and Fadeev, {D. S.}",

year = "2012",

month = nov,

day = "1",

doi = "10.1007/s11172-012-0292-2",

language = "English",

volume = "61",

pages = "2088--2095",

journal = "Russian Chemical Bulletin",

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publisher = "Springer New York",

number = "11",

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TY - JOUR

T1 - Dual reactivity of diazonium salts derived from 1-amino-2-ethynyl-9,10- anthraquinones

AU - Vasilevsky, S. F.

AU - Stepanov, A. A.

AU - Fadeev, D. S.

PY - 2012/11/1

Y1 - 2012/11/1

N2 - Diazotization of vicinal 1-amino-2-ethynyl-4-R-9,10-anthraquinones followed by a reaction with NaN3 gave 5-hydroxy-3-R-1H-naphtho[2,3-g] indazole-6,11-diones or 3-ethynyl-5-R-6H-anthra[1,9-cd]isoxazol-6-ones, depending on the substituents at the triply bonded C atom and in position 4 of the anthraquinone framework.

AB - Diazotization of vicinal 1-amino-2-ethynyl-4-R-9,10-anthraquinones followed by a reaction with NaN3 gave 5-hydroxy-3-R-1H-naphtho[2,3-g] indazole-6,11-diones or 3-ethynyl-5-R-6H-anthra[1,9-cd]isoxazol-6-ones, depending on the substituents at the triply bonded C atom and in position 4 of the anthraquinone framework.

KW - anthraisoxazoles

KW - diazotization

KW - heterocyclization

KW - naphthoindazoles

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