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Volumn 12, Issue 7, 2010, Pages 1432-1435

Passerini three-component reaction of alcohols under catalytic aerobic oxidative conditions

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; ALDEHYDE; CARBOXYLIC ACID; CYANIDE; OXYGEN;

EID: 77950292795     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol100012y     Document Type: Article
Times cited : (82)

References (85)
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    • Aldehydes have been used as sacrificial co-oxidants in aerobic oxidation of olefins; see
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    • Note that isocyanides can undergo a number of competitive reactions in the presence of cupric chloride under aerobic conditions. (a) Oxidation to isocyanate
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    • 2 in toluene under oxygen atmosphere led to the complete decomposition of the former after 20 h. Therefore, to guarantee the success of the present domino oxidation/P-3CR, the oxidation of alcohol to aldehyde and its subsequent P-3CR had to be faster than these competitive reactions. We found that polymerization of isocyanide was the main side reaction. However, in initial condition surveys, oxidation of isocyanide to isocyanate was also observed.
    • 2 in toluene under oxygen atmosphere led to the complete decomposition of the former after 20 h. Therefore, to guarantee the success of the present domino oxidation/P-3CR, the oxidation of alcohol to aldehyde and its subsequent P-3CR had to be faster than these competitive reactions. We found that polymerization of isocyanide was the main side reaction. However, in initial condition surveys, oxidation of isocyanide to isocyanate was also observed.
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    • 2, in toluene (C 2.5 M), rt] led to 50% conversion of alcohol.
    • 2, in toluene (C 2.5 M), rt] led to 50% conversion of alcohol.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.