Huang, Huan-Ming published the artcileThree-Component, Interrupted Radical Heck/Allylic Substitution Cascade Involving Unactivated Alkyl Bromides, Recommanded Product: 3-Morpholinophenol, the publication is Journal of the American Chemical Society (2020), 142(22), 10173-10183, database is CAplus and MEDLINE.
Developing efficient and selective strategies to approach complex architectures containing (multi)stereogenic centers has been a long-standing synthetic challenge in both academia and industry. Catalytic cascade reactions represent a powerful means of rapidly leveraging mol. complexity from simple feedstocks. Unfortunately, carrying-out cascade Heck-type reactions involving unactivated (tertiary) alkyl halides remains an unmet challenge owing to unavoidable β-hydride elimination. Herein, we show that a modular, practical and general palladium catalyzed, radical three-component coupling can indeed overcome the aforementioned limitations through an interrupted Heck/allylic substitution sequence mediated by visible light. Selective 1,4-difunctionalization of unactivated 1,3-dienes, such as butadiene, has been achieved by employing different com. available nitrogen-, oxygen-, sulfur- or carbon-based nucleophiles and unactivated alkyl bromides (>130 examples, mostly >95:5 E/Z, >20:1 rr). Sequential C(sp3)-C(sp3) and C-X (N, O, S) bonds have been constructed efficiently with a broad scope and high functional group tolerance. The flexibility and versatility of the strategy has been illustrated in a gram-scale reaction and streamlined syntheses of complex ether, sulfone and tertiary amine products, some of which would be difficult to access via currently established methods.
Journal of the American Chemical Society published new progress about 27292-49-5. 27292-49-5 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Benzene,Phenol, name is 3-Morpholinophenol, and the molecular formula is C10H13NO2, Recommanded Product: 3-Morpholinophenol.
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