串联氧化吲哚和炔酮的级联反应：构建螺环氧化吲哚和 spindomycin B 短合成路线。
Stitching Oxindoles and Ynones in a Domino Process: Access to Spirooxindoles and Application to a Short Synthesis of Spindomycin B.
机构信息
Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology , Hyderabad 500007, India.
School of Chemistry, University of Hyderabad , Hyderabad 500046, India.
出版信息
Org Lett. 2017 Nov 17;19(22):6152-6155. doi: 10.1021/acs.orglett.7b03030. Epub 2017 Oct 30.
PMID:29148813
Abstract
A general, transition-metal-free, one-pot, domino Michael-SAr or AdE substitution protocol was devised for spiroannulation of oxindoles with ortho-bromoaryl ynones, β-bromoalkenyl ynones, and β-bromoalkenyl enones in a convenient and efficient manner. As an application, a short synthesis of tetracyclic alkaloid spindomycin B was accomplished.
摘要
设计了一种通用的、无过渡金属的、一锅多米诺式迈克尔加成-SAr 或 AdE 取代反应协议，用于方便、高效地实现吲哚与邻溴芳基炔酮、β-溴代烯基炔酮和β-溴代烯基烯酮的螺环化反应。作为应用，完成了四环生物碱螺旋霉素 B 的简短合成。
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