Synthesis of Vinyl- and Aryl–Acyl Sulfonimidamides Through Pd-Catalyzed Carbonylation Using Mo(CO)6 as ex situ CO Source

European Journal of Organic Chemistry(2015)

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摘要
We report the synthesis of N-(α,β-unsaturated acyl)-substituted sulfonimidamides through a Pd-catalyzed carbonylation protocol, employing sulfonimidamides as nucleophiles using CO gas released ex situ, and vinyl/aryl halides and triflates as reagents. The reaction is general and offers a unique class of products in moderate to good yields for a wide range of substrates and electrophiles; for example, aliphatic, aromatic (electron-donating and -withdrawing groups), heteroaryl, vinyl halides, and triflates. We also expand our initial report on N-aryl–acyl-substituted sulfonimidamide synthesis by employing aryltriflates as electrophiles. Furthermore, we report a surprisingly facile thermolytic Boc deprotection of N-(α,β-unsaturated acyl) sulfonimidamides.
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关键词
Synthetic methods,Medicinal chemistry,Carbonylation,Deprotection,Palladium,Molybdenum
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