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Updated: May 5, 2026

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[1+5] Cyclization of Indoline-Derived Azadienes with 1,3,5-Triazinanes: An Efficient Protocol for the Synthesis of
Chuan-Chuan Wang1, Qing-Long Wang2, Meng-Ru Ren3
1Faculty of Science, Henan University of Animal Husbandry and Economy, No. 146 Yingcai Street, Zhengzhou, 450044, Henan, China.
Abstract:
An unprecedented formal [1+5] cyclization of indoline-derived azadienes with 1,3,5-triazinanes has been realized, providing a facile access to biologically important indoline-spiro-hexahydropyrimidines with good to excellent yields (up to 99 % yield). Different from previous reports, this is the first study that indoline-derived azadienes could participate in cyclizations as one-atom synthons. This methodology is also distinguished by not involving any additive or catalyst, readily available starting materials, wide range of substrate applicability, operational simplicity and simultaneously reassembling two C-N and two C-C bonds in one-step reaction.
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