Transition-Metal-Free Alkynylation of Aryl Chlorides
Transition-Metal-Free Alkynylation of Aryl Chlorides
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DOI：
10.1021/ol2014736
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发表时间：
2011-08-19
期刊：
影响因子：
5.2
通讯作者：
Daugulis, Olafs
中科院分区：
文献类型：
--
作者：
Thanh Truong;Daugulis, Olafs
已经开发了两组条件，用于通过苯中间体进行芳基氯化物的碱介导、无过渡金属的炔基化。第一组条件涉及在25℃下在戊烷/THF混合物中使用TMPLI碱。第二组条件涉及在高温下在二恶烷中使用金属醇盐碱。已观察到合理的官能团耐受性。氟、三氟甲基、甲硅烷基、氰基和醇官能团与反应条件相容。
Two sets of conditions have been developed for a base-mediated, transition-metal-free alkynylation of aryl chlorides that proceeds via benzyne intermediates. The first set of conditions Involves the use of TMPLI base in a pentane/THF mixture at 25 degrees C. The second set Involves use of a metal alkoxide base in dioxane at elevated temperature. Reasonable functional group tolerance has been observed. Fluoro, trifluoromethyl, silyl, cyano, and alcohol functionalities are compatible with the reaction conditions.