金催化的迈克尔型反应和丙炔酸酯与 1,2-苯并异恶唑之间的酯导向的化学选择性[4 + 2]环加成反应。
Gold-Catalyzed Michael-Type Reactions and [4 + 2]-Annulations between Propiolates and 1,2-Benzisoxazoles with Ester-Directed Chemoselectivity.
机构信息
Frontier Research Centers of Matter Science and Technology and Department of Chemistry , National Tsing Hua University , Hsinchu , Taiwan , R.O.C.
出版信息
Org Lett. 2018 Nov 2;20(21):6655-6658. doi: 10.1021/acs.orglett.8b02663. Epub 2018 Oct 25.
PMID:30359040
Abstract
This work reports gold-catalyzed reactions between 1,2-benzisoxazoles and propiolate derivatives with ester-controlled chemoselectivity. For ethyl propiolates 1', their gold-catalyzed reactions afforded Michael-type products 4, whereas tert-butyl propiolates 1 preferably underwent [4 + 2]-annulations, further yielding 6 H-1,3-oxazin-6-one derivatives 3.
摘要
这项工作报道了金催化的 1,2-苯并异恶唑与丙二酸盐衍生物之间的反应，具有酯控制的选择性。对于乙基丙二酸盐 1'，它们的金催化反应生成迈克尔型产物 4，而叔丁基丙二酸盐 1 则优先进行 [4 + 2]-环加成反应，进一步生成 6H-1,3-恶嗪-6-酮衍生物 3。
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