2014
DOI: 10.1016/j.tetlet.2014.09.081
|View full text |Cite
|
Sign up to set email alerts
|

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

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
2
1

Citation Types

0
16
0

Year Published

2015
2015
2022
2022

Publication Types

Select...
9

Relationship

0
9

Authors

Journals

citations
Cited by 23 publications
(16 citation statements)
references
References 41 publications
0
16
0
Order By: Relevance
“…Benzimidazoles have been synthesized by a number of processes involving condensation of 1,2‐phenylenediamines with aldehydes, carboxylic acids, esters and amides in the presence of different oxidants and metal catalysts . Aromatic and long chain (≥C 3 ) alcohols easily get oxidized into corresponding carbonyls and utilized for different benzimidazoles synthesis using 1,2‐phenylenediamines under different catalytic conditions . Aliphatic alcohols such as ethanol/methanol are difficult to oxidize due to their higher oxidation potential than aromatic or long chain (≥C 3 ) alcohols under reported catalytic conditions.…”
Section: Methodsmentioning
confidence: 99%
“…Benzimidazoles have been synthesized by a number of processes involving condensation of 1,2‐phenylenediamines with aldehydes, carboxylic acids, esters and amides in the presence of different oxidants and metal catalysts . Aromatic and long chain (≥C 3 ) alcohols easily get oxidized into corresponding carbonyls and utilized for different benzimidazoles synthesis using 1,2‐phenylenediamines under different catalytic conditions . Aliphatic alcohols such as ethanol/methanol are difficult to oxidize due to their higher oxidation potential than aromatic or long chain (≥C 3 ) alcohols under reported catalytic conditions.…”
Section: Methodsmentioning
confidence: 99%
“…2‐(2‐Bromophenyl)‐1 H ‐benzo[ d ]imidazole (2a′): White solid (37 mg, 73 %). R f = 0.4 (hexane/ethyl acetate, 4:1).…”
Section: Methodsmentioning
confidence: 99%
“…Yield: 70%; colourless liquid; 1 H NMR (400 MHz, CDCl 3 ) δ (ppm) 7.69 (dd, J = 8.0Hz, 1.2 Hz, 1H), 7.30-7.40 (m, 4H), 7.33-7.27 (m, 1H), 7.16 (t, J = 7.2 Hz, 1H), 6.55 (d, J = 8.0 Hz, 1H), 6.46 (td, J = 7.8 Hz, 1.2 Hz, 1H), 4.64 (s, 1H), 4.41 (d, J = 5.6 Hz, 2H); 13 C NMR (100 MHz, CDCl 3 ) δ (ppm) 147.0, 138.9, 138.6, 129. 4, 128.7, 127.3, 127.1, 118.8, 110.9, 85.3, 48.3.…”
Section: N-benzyl-2-iodoaniline (1a)mentioning
confidence: 99%