2002
DOI: 10.1081/scc-120003631
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Ultrasonically Accelerated Vilsmeier Haack Cyclisation and Formylation Reactions

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Cited by 54 publications
(22 citation statements)
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“…Since the 9-position is the most reactive position towards electrophilic aromatic substitution, 14 the synthesis of 9-substituted anthracene compounds is typically more upscalable than for other substituted anthracenes, making material applications more viable. Examples of available low-cost anthracene derivatives and precursors include anthracene methanol 1, anthrylcarboxylic acid 12, 9-anthraldehyde 4, which can be prepared using the Vilsmeier reaction 15 and anthrone, which can be prepared by partial reduction of anthraquinone. 16 The first series, consisting of '9-CH 2 ' anthracene derivatives, i.e.…”
Section: Synthesis Of Anthracene Derivativesmentioning
confidence: 99%
“…Since the 9-position is the most reactive position towards electrophilic aromatic substitution, 14 the synthesis of 9-substituted anthracene compounds is typically more upscalable than for other substituted anthracenes, making material applications more viable. Examples of available low-cost anthracene derivatives and precursors include anthracene methanol 1, anthrylcarboxylic acid 12, 9-anthraldehyde 4, which can be prepared using the Vilsmeier reaction 15 and anthrone, which can be prepared by partial reduction of anthraquinone. 16 The first series, consisting of '9-CH 2 ' anthracene derivatives, i.e.…”
Section: Synthesis Of Anthracene Derivativesmentioning
confidence: 99%
“…These compounds were then reduced using NaBH 4 in methanol to yield (2-chloroquinolin-3-yl)methanol derivatives (5a-c). The analytical data of the compounds 4a-c and 5a-c was compared with the reports available in the literature [44][45][46][47][48][49][50][51][52][53][54][55][56][57][58][59]. The strategy employed for the synthesis of compounds (6a-i) is almost similar to that reported earlier [73].…”
Section: For Synthesismentioning
confidence: 79%
“…However, we still could not obtain a satisfactory yield by varying the experimental conditions including the quantity of phosphorous oxychloride (from 1.0 to 2.0 equivalent moles) and anisole (equivalent or as solvent), reaction temperatures (À20-808C), holding periods (30 min to 18 h) and reaction modes (by thermal heating or ultrasonic irradiation). [7] One of the by-products, o-anisaldehyde (2-methoxysaldehyde) also caused difficulties and this route was therefore given up.…”
Section: Resultsmentioning
confidence: 99%