Regioselective Reactions of Organozinc Reagents with 2,4-Dichloroquinoline and 5,7-Dichloropyrazolo[1,5-a]pyrimidine
| العنوان: | Regioselective Reactions of Organozinc Reagents with 2,4-Dichloroquinoline and 5,7-Dichloropyrazolo[1,5-a]pyrimidine |
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| المؤلفون: | Teruo Yamamori, Takeshi Shiota and |
| المصدر: | The Journal of Organic Chemistry. 64:453-457 |
| بيانات النشر: | American Chemical Society (ACS), 1999. |
| سنة النشر: | 1999 |
| مصطلحات موضوعية: | chemistry.chemical_compound, Pyrimidine, Chemistry, Metal salts, Reagent, Organic Chemistry, chemistry.chemical_element, Regioselectivity, Organic chemistry, Zinc, Coupling reaction, Catalysis, Palladium |
| الوصف: | Strategies for controlling the regioselective reactions between 2,4-dichloroquinoline and organozinc reagents are described. 2,4-Dichloroquinoline has been found to react with benzylic zinc and phenylzinc reagents in the presence of catalytic amounts of palladium complexes to exclusively give α-substituted products. Several metal salts were examined as an additive for γ-selective coupling reactions. The most effective additive for selective coupling reaction at the γ-position has been found to be LiCl. These conditions for α- or γ-selective coupling reactions were applied to the reaction between 5,7-dichloropyrazolo[1,5-a]pyrimidine and a biphenylmethylzinc reagent in the synthesis of the angiotensin II receptor antagonists. This regioselectivity should be generally applicable to other α,γ-dichloroazine systems. |
| تدمد: | 1520-6904 0022-3263 |
| DOI: | 10.1021/jo981423a |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_________::44fb649f5f81c63b8d538f5b5e988328 https://doi.org/10.1021/jo981423a |
| رقم الانضمام: | edsair.doi...........44fb649f5f81c63b8d538f5b5e988328 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15206904 00223263 |
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| DOI: | 10.1021/jo981423a |