straightforward synthesis of novel 1-(2′-α-o-d-glucopyranosyl ethyl) 2-arylbenzimidazoles简单的合成新颖的1 -(2u2032-α-o-d-glucopyranosyl乙)2-arylbenzimidazoles.pdfVIP
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straightforward synthesis of novel 1-(2′-α-o-d-glucopyranosyl ethyl) 2-arylbenzimidazoles简单的合成新颖的1 -(2u2032-α-o-d-glucopyranosyl乙)2-arylbenzimidazoles
Molecules 2012, 17, 9887-9899; doi:10.3390/molecule
OPEN ACCESS
molecules
ISSN 1420-3049
/journal/molecules
Article
Straightforward Synthesis of Novel 1-(2′-α-O-D-Glucopyranosyl
ethyl) 2-Arylbenzimidazoles
Natarajan Arumugam 1,†, Aisyah Saad Abdul Rahim 1,*, Shafida Abd Hamid 2 and
3
Hasnah Osman
1 School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Minden, Penang, Malaysia
2 Kulliyyah of Science, International Islamic University Malaysia (IIUM), Jalan Istana,
Bandar Indera Mahkota, 25200 Kuantan, Pahang, Malaysia
3 School of Chemical Sciences, Universiti Sains Malaysia, 11800 Minden, Penang, Malaysia
† Current address: Department of Chemistry, College of Sciences, King Saud University,
Riyadh 11451, Saudi Arabia.
* Author to whom correspondence should be addressed; E-Mail: aisyah@usm.my;
Tel.: +60-4653-4094; Fax: +60-4657-0017.
Received: 27 June 2012; in revised form: 27 July 2012 / Accepted: 13 August 2012 /
Published: 17 August 2012
Abstract: A series of novel 1-(2′-α-O-D-glucopyranosyl ethyl) 2-arylbenzimidazoles has
been prepared via one-pot glycosylation of ethyl-1-(2-hydroxyethyl)-2-arylbenzimidazole-
5-carboxylate derivatives. Synthesis of the 2-arylbenzimidazole aglycones from 4-fluoro-3-
nitrobenzoic acid was accomplished in four high-yielding steps. The reduction and
cyclocondensation steps for the aglycone synthesis proceeded efficiently under microwave
irradiation to afford the appropriate benzimidazoles in excellent yields wit
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