2008
DOI: 10.1080/00397910701845274
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Synthesis of Bis(indolyl)methanes using a Catalytic Amount of ZnO under Solvent‐Free Conditions

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Cited by 46 publications
(10 citation statements)
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“…65,66 However, its formation is proved by the isolation of bis-indole derivative 19, which can only come from 18 by addition of a second molecule of indole. The formation of 3,3 0 -bis-indolylmethanes from indole and carbonyl compounds is catalysed by Lewis acids [67][68][69][70][71] as well as strong Brønsted acids. 65,66 Because L-proline is a weak Brønsted acid, its catalytic effect in the mechanism of Scheme 2 is expected to be negligible with respect to that of europium ion.…”
Section: Mechanismmentioning
confidence: 99%
“…65,66 However, its formation is proved by the isolation of bis-indole derivative 19, which can only come from 18 by addition of a second molecule of indole. The formation of 3,3 0 -bis-indolylmethanes from indole and carbonyl compounds is catalysed by Lewis acids [67][68][69][70][71] as well as strong Brønsted acids. 65,66 Because L-proline is a weak Brønsted acid, its catalytic effect in the mechanism of Scheme 2 is expected to be negligible with respect to that of europium ion.…”
Section: Mechanismmentioning
confidence: 99%
“…Finally, the structure of 8a was unambiguously conrmed by X-ray (Fig. Further variation of substituent on N-methylindole was studied, and it was found that N-methylindoles with electron donating groups gave corresponding N-methylindolyl-cyclopenta[b]indole derivatives, whereas N-methylindoles with electron withdrawing substituted gave bis(N-methylindolyl)propane (7) instead of N-methylindolyl-cyclopenta[b]indoles (8). The structure and spectral data of 8a were in agreement with the earlier reported product of the reaction between N-methylindole with acetone (Table 3).…”
Section: Resultsmentioning
confidence: 99%
“…In the recent past a huge number of protocols were reported for the synthesis of bis (indolyl)methanes employing various homogeneous, heterogeneous metal catalysts, nano‐catalysts, ionic liquids etc . Use of toxic metal catalysts and organic solvents, long reaction times, harsh reactions conditions are some of the demerits of these reported protocols.…”
Section: Dbsa‐catalyzed Synthesis Of Non‐heterocycles In Aqueous Mediummentioning
confidence: 99%