Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 357, Issue 1, Pages 71-76Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201400919
Keywords
azobisisobutyronitrile; carboxylic acids; cinnamic acids; isobutyronitrile amides; phenylpropiolic acids
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Funding
- Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry
- Priority Academic Program Development of Jiangsu Higher Education Institutions
- Project of Scientific and Technologic Infrastructure of Suzhou [SZS201207]
- Key Laboratory of Organic Synthesis of Jiangsu Province
- PSC-CUNY award from the City University of New York [67312-0045]
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A practical and efficient synthesis of N-isobutyronitrile amides has been achieved through the direct condensation of carboxylic acid and azobisisobutyronitrile (AIBN). Carboxylic acids bearing variously substituted phenyl rings and cinnamic or phenylpropiolic acids were employed to furnish both tertiary and secondary isobutyronitrile amides in moderate to high yields. A radical pathway was proposed. The methodology presented here requires no catalysts and additives, and represents the first practical approach to a variety of valuable amides containing the isobutyronitrile structural unit.
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