化学
噻唑
废止
酮
试剂
硫氰酸钾
硫氰酸盐
有机化学
组合化学
药物化学
催化作用
作者
Kang Chen,Bo Zhao,Yunyun Liu,Jie‐Ping Wan
标识
DOI:10.1021/acs.joc.2c01881
摘要
The Dess–Martin periodinane (DMP) reagent-mediated reactions of tertiary enaminones with potassium thiocyanate for the synthesis of thiazole-5-carbaldehydes are developed. The product formation involves cascade hydroxyl thiocyanation of the C═C double bond, intramolecular hydroamination of the C≡N bond, and thiazole annulation by condensation on the ketone carbonyl site, representing novel reaction pathways in the reactions between enaminones and thiocyanate salt. DMP plays dual roles in mediating the free radical thiocyanation and inducing the unconventional selective thiazole-5-carbaldehyde formation by masking the in situ generated formyl group during the reaction process.
科研通智能强力驱动
Strongly Powered by AbleSci AI