Catalyst-free one-pot synthesis of benzimidazoles from 1,2-diaminoarenes and alcohols

被引：17

作者：

Marri, Mahender Reddy ^{[1
]}

Peraka, Swamy ^{[1
]}

Macharla, Arun Kumar ^{[1
]}

Mameda, Naresh ^{[1
]}

Kodumuri, Srujana ^{[1
]}

Nama, Narender ^{[1
]}

机构：

[1] CSIR Indian Inst Chem Technol, I & PC Div, Hyderabad 500007, Andhra Pradesh, India

来源：

TETRAHEDRON LETTERS | 2014年 / 55卷 / 48期

关键词：

Aryl alcohols; Amines; Benzimidazoles; Environmentally-benign; Atom economy; HIV-1; REVERSE-TRANSCRIPTASE; 2-SUBSTITUTED BENZIMIDAZOLES; NONNUCLEOSIDE INHIBITORS; BIOLOGICAL-ACTIVITY; EFFICIENT; IMIDAZOLINES; HETEROCYCLES; BENZAZOLES; DISCOVERY; ANALOGS;

D O I：

10.1016/j.tetlet.2014.09.081

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new and efficient protocol is described for the aryl alcohols and 1,2-diaminoarenes. The yields the present method is utilizing alcohols instead solvent- and catalyst-free conditions, offering an one-pot synthesis of benzimidazoles from a variety of were ranging from moderate to excellent. Moreover, of aldehydes and the reactions are carried out under environmentally benign process. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：6520 / 6525

页数：6

共 45 条

[1] A simple and efficient one-pot synthesis of 2-substituted benzimidazoles
Bahrami, Kiumars
Khodaei, Mohammad Mehdi
Kavianinia, Iman
[J]. SYNTHESIS-STUTTGART, 2007, (04): : 547 - 550
[2] Synthesis of 1,2-disubstituted benzimidazoles, 2-substituted benzimidazoles and 2-substituted benzothiazoles in SDS micelles
Bahrami, Kiumars
Khodaei, Mohammad M.
Nejati, Akbar
[J]. GREEN CHEMISTRY, 2010, 12 (07) : 1237 - 1241
[3] Iron phthalocyanine as an efficient and versatile catalyst for N-alkylation of heterocyclic amines with alcohols: one-pot synthesis of 2-substituted benzimidazoles, benzothiazoles and benzoxazoles
Bala, Manju
Verma, Praveen Kumar
Sharma, Upendra
Kumar, Neeraj
Singh, Bikram
[J]. GREEN CHEMISTRY, 2013, 15 (06) : 1687 - 1693
[4] Beaulieu PL, 2003, SYNTHESIS-STUTTGART, P1683
[5] NEW BENZIMIDAZOLE SYNTHESIS
BENINCORI, T
SANNICOLO, F
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1988, 25 (03) : 1029 - 1033
[6] Synthesis of Benzazoles by Hydrogen-Transfer Catalysis
Blacker, A. John
Farah, Mohamed M.
Hall, Michael I.
Marsden, Stephen P.
Saidi, Ourida
Williams, Jonathan M. J.
[J]. ORGANIC LETTERS, 2009, 11 (09) : 2039 - 2042
[7] Weinreb amide as an efficient reagent in the one pot synthesis of benzimidazoles and benzothiazoles
Bommegowda, Yadaganahalli K.
Lingaraju, Gejjalagere S.
Thamas, Saji
Kumar, Koravangala S. Vinay
Kumara, Challanayakanahally S. Pradeepa
Rangappa, Kanchugarakoppal S.
Sadashiva, Marilinganadoddi P.
[J]. TETRAHEDRON LETTERS, 2013, 54 (21) : 2693 - 2695
[8] Dai DC, 2013, BIOORG MED CHEM LETT, V23, P744, DOI 10.1016/j.bmcl.2012.11.095
[9] A rapid and efficient synthesis of benzimidazoles using hypervalent iodine as oxidant
Du, Li-Hua
Wang, Yan-Guang
[J]. SYNTHESIS-STUTTGART, 2007, (05): : 675 - 678
[10] An efficient and one-pot synthesis of imidazolines and benzimidazoles via anaerobic oxidation of carbon-nitrogen bonds in water
Gogol, P
Konwar, D
[J]. TETRAHEDRON LETTERS, 2006, 47 (01) : 79 - 82

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