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Volumn 9, Issue 3, 2007, Pages 405-408

In(III)-mediated chemoselective dehydrogenative interaction of ClMe 2SiH with carboxylic acids: Direct chemo- And regioselective friedel-crafts acylation of aromatic ethers

(3) Babu, Srinivasarao Arulananda a Yasuda, Makoto a Baba, Akio a

a OSAKA UNIVERSITY (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33847009067 PISSN: 15237060 EISSN: None Source Type: Journal
DOI: 10.1021/ol062723e Document Type: Article

Times cited : (41)

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- In a separate experiment (carried out with equimolar amounts of reactants, after the addition of InCl3 the evolution of H2 gas was observed, which was collected into a graduated cylinder (100 mL) inversely kept in a beaker (300 mL, The observed change was quantitative. However, employing ZnCl2 failed to afford the evolution of H2 gas effectively at room temperature under our experimental condition. In the case of AlCl3 the observed change was very low (<20, b) Based on the kind hint by a referee, using a platinum catalyst (10 mol, of H2PtCl6·6H 2O, the formation of a new peak at δ 165.5 (1,2-DCE, C 6D6 as an external standard, for the C=O group of PhCOOSi(Cl)Me2 was noted with the evolution of H2 gas as in the InCl3 system. However, the reaction was incomplete even after a prolonged time, c) Details
- 6 as an external standard) prepared and distilled at a similar temperature under reduced pressure (150-165 °C/0.2-0.3 mm, see Supporting Information). (e) In some of the reactions, traces of regioisomers could be detected in the crude NMR.

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- We sincerely thank the referees for their kind suggestions to improve the proposed mechanism
- We sincerely thank the referees for their kind suggestions to improve the proposed mechanism.

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