期刊
MOLECULES
卷 27, 期 22, 页码 -出版社
MDPI
DOI: 10.3390/molecules27227990
关键词
N-heterocyclic carbene; alkynyl acyl azolium; annulation; intermediate; mechanism
资金
- National Natural Science Foundation of China [22171027]
- Beijing Natural Science Foundation [2212009]
In this review, the generation and reactivity of NHC-bound alkynyl acyl azolium intermediates are summarized, covering the progress in the synthesis of achiral and axially chiral cyclic scaffolds via these intermediates. The mechanism related to this intermediate is discussed in detail.
N-heterocyclic carbene (NHC) has been widely used as an organocatalyst for both umpolung and non-umpolung chemistry. Previous works mainly focus on species including Breslow intermediate, azolium enolate intermediate, homoenolate intermediate, alkenyl acyl azolium intermediate, etc. Notably, the NHC-bound alkynyl acyl azolium has emerged as an effective intermediate to access functionalized cyclic molecular skeleton until very recently. In this review, we summarized the generation and reactivity of the NHC-bound alkynyl acyl azolium intermediates, which covers the efforts and advances in the synthesis of achiral and axially chiral cyclic scaffolds via the NHC-bound alkynyl acyl azolium intermediates. In particular, the mechanism related to this intermediate is discussed in detail.
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