Design, synthesis, and applications of stereospecific 1,3-diene carbonyls

被引:0
作者
Qiang Feng
Shihui Wang
Xingxing Ma
Changqing Rao
Qiuling Song
机构
[1] Huaqiao University,Institute of Next Generation Matter Transformation, College of Material Sciences & Engineering
[2] Fuzhou University,Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry
[3] Henan Normal University,School of Chemistry and Chemical Engineering
来源
Science China Chemistry | 2022年 / 65卷
关键词
1, 3-dienes; aldehydes; ketones; [3+2] annulation; couplings;
D O I
暂无
中图分类号
学科分类号
摘要
The strategy toward the synthesis of various 1,3-dienals or 1,3-dienones is disclosed between diazo compounds and furans, which features metal-free, additive-free, broad functional group tolerance, and readily accessible starting materials. Notably, this strategy is applicable in both intramolecular and intermolecular protocols. Mechanistic studies suggested that the reactions undergo a cyclopropanation/rearrangement sequence. With an E/E-1,3-dienal, corresponding N-tosylhydrazones were readily prepared and subjected to phenylboronic acid to form a double bond migration product and indoles to construct a five-member ring via [3 + 2] annulation reaction.
引用
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页码:912 / 917
页数:5
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