New Approach for the General Synthesis of Oxotetrahydroindoles via Intramolecular Cycloadditions of Azomethine Ylides with Tethered Alkynes

…, DR Hutchison, MJ Martinelli

文献索引：Nayyar, Naresh K.; Hutchison, Darrell R.; Martinelli, Michael J. Journal of Organic Chemistry, 1997 , vol. 62, # 4 p. 982 - 991

全文：HTML全文

被引用次数: 50

摘要

A new method for the synthesis of oxotetrahydroindoles has been achieved employing an intramolecular dipolar cycloaddition approach involving mesoionic species (münchnones) with electron-deficient alkynes. The methodology is quite general and convergent as shown by the synthesis of a variety of tri-and tetrasubstituted oxotetrahydroindoles 18, 21, 24, 27, 30, and 34. LiI-based ester cleavage in the presence of an electrophilic acetylenic ketone ...