Synthesis of Azulen-1-yl Ketones via Oxidative Cleavage of C-C Multiple Bonds in N-Sulfonyl Enamides and 1-Alkynes under Air and Natural Sunlight.
Synthesis of Azulen-1-yl Ketones via Oxidative Cleavage of C-C Multiple Bonds in N-Sulfonyl Enamides and 1-Alkynes under Air and Natural Sunlight.
复制标题
DOI：
10.1021/acs.orglett.5b02545
复制
发表时间：
2015-10
期刊：
影响因子：
5.2
通讯作者：
Sangjune Park;W. Jeon;Woo-Soon Yong;P. Lee
中科院分区：
文献类型：
--
作者：
Sangjune Park;W. Jeon;Woo-Soon Yong;P. Lee
研究了在空气和自然光条件下，在无光敏剂存在下，由易得的N-磺酰胺与Cs_2CO_3反应，通过氧化裂解C-C双键制备1-甘菊环基酮的方法。在空气和自然光下，通过Cu催化的[3 + 2]环加成、Rh催化的芳基化、光氧化和开环反应，一锅法合成了1-甘菊环酮。
A synthetic method to prepare azulen-1-yl ketones was developed via oxidative cleavage of the C-C double bond in the reaction of easily obtainable N-sulfonyl enamides with Cs2CO3 under air and natural sunlight and in the absence of a photosensitizer. Oxidative cleavage of C-C triple bonds was also demonstrated for the synthesis of azulen-1-yl ketones via a tandem Cu-catalyzed [3 + 2] cycloaddition, Rh-catalyzed arylation, photooxygenation, and ring-opening reaction in one pot under air and natural sunlight.