Nucleophilic additions to fused benzimidazole N-oxides

Michael Donaghy; Stephen Stanforth

doi:10.1016/S0040-4020(98)01116-8

Nucleophilic additions to fused benzimidazole N-oxides

Michael Donaghy, Stephen Stanforth

Applied Sciences

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

11 Citations (Scopus)

Abstract

The benzimidazoles 16a-f have been prepared from N-oxides 15a-d. Treatment of N-oxides 15c and 15d with a mixture of acetic anhydride and sodium acetate gave the corresponding acetoxy derivatives 26 and 27 via a regiospecific nucleophilic substitution reaction. N-Oxides 15c and 15d were also deoxygenated by 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ).

Original language	English
Pages (from-to)	1441-1448
Journal	Tetrahedron
Volume	55
Issue number	5
DOIs	https://doi.org/10.1016/S0040-4020(98)01116-8
Publication status	Published - 29 Jan 1999

Access to Document

10.1016/S0040-4020(98)01116-8

Cite this

@article{736cd753398c4fdcaabbc0f381e90a10,

title = "Nucleophilic additions to fused benzimidazole N-oxides",

abstract = "The benzimidazoles 16a-f have been prepared from N-oxides 15a-d. Treatment of N-oxides 15c and 15d with a mixture of acetic anhydride and sodium acetate gave the corresponding acetoxy derivatives 26 and 27 via a regiospecific nucleophilic substitution reaction. N-Oxides 15c and 15d were also deoxygenated by 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ).",

author = "Michael Donaghy and Stephen Stanforth",

year = "1999",

month = jan,

day = "29",

doi = "10.1016/S0040-4020(98)01116-8",

language = "English",

volume = "55",

pages = "1441--1448",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier",

number = "5",

}

TY - JOUR

T1 - Nucleophilic additions to fused benzimidazole N-oxides

AU - Donaghy, Michael

AU - Stanforth, Stephen

PY - 1999/1/29

Y1 - 1999/1/29

N2 - The benzimidazoles 16a-f have been prepared from N-oxides 15a-d. Treatment of N-oxides 15c and 15d with a mixture of acetic anhydride and sodium acetate gave the corresponding acetoxy derivatives 26 and 27 via a regiospecific nucleophilic substitution reaction. N-Oxides 15c and 15d were also deoxygenated by 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ).

AB - The benzimidazoles 16a-f have been prepared from N-oxides 15a-d. Treatment of N-oxides 15c and 15d with a mixture of acetic anhydride and sodium acetate gave the corresponding acetoxy derivatives 26 and 27 via a regiospecific nucleophilic substitution reaction. N-Oxides 15c and 15d were also deoxygenated by 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ).

U2 - 10.1016/S0040-4020(98)01116-8

DO - 10.1016/S0040-4020(98)01116-8

M3 - Article

VL - 55

SP - 1441

EP - 1448

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 5

ER -

Nucleophilic additions to fused benzimidazole N-oxides

Abstract

Access to Document

Fingerprint

Cite this