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| Type |
Poster Presentation |
| Area |
Organic Chemistry |
| Room No. |
Event Hall |
| Time |
4월 19일 (목요일) 11:00~12:30 |
| Code |
ORGN.P-427 |
| Subject |
Pd-catalyzed decarboxylative coupling reaction of alkenyl tosylate |
| Authors |
subeen yu, JEONGAH LIM, Jieun Lee, Sunwoo Lee*
Department of Chemistry, Chonnam National University, Korea
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| Abstract |
Department of Chemistry, Chonnam National University, Gwangju, 61186, Republic of Korea. E-mail: sunwoo@chonnam.ac.kr
Conjugated enynes have been not only found in the electro- and optical materials natural compounds, and pharmaceuticals but also employed as useful synthetic building blocks due to the fact that they can be diversely transformed into the important moieties. Among them, conjugated enynones have been attracted attention in the synthesis of bioactive agents and used as starting materials for the preparation of useful organic molecules such as allene, cyclooctatetraene, pyrrolizine, chromene, fused ring and polycyclic compounds.
Herein we report the decarboxylative coupling reaction of alkynyl carboxylic acid and 3-oxoalkenyl tosylates. A variety of alkynyl carboxylic acids were coupled with 3-oxocyclohexenyl tosylates to provide the corresponding enynones in good to excellent yields. Alkenyl tosylate is readily prepared, stable and cost efficient. This catalytic system is phosphine free and showed good tolerance toward functional groups such as chloride, cyano, nitro, ester, aldehyde and alcohol. In addition, it was found that phenylpropiolic acid showed higher reactivity in the reaction with alkenyl toslyate than phenyl acetylene.
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| E-mail |
subeen2525@naver.com |
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121st General Meeting of the KCS