Hansen, Anders Lindhardt published the artcileFast and regioselective Heck couplings with N-acyl-N-vinylamine derivatives, Application In Synthesis of 16332-06-2, the main research area is vinyl amide derivative aryl triflate Heck coupling; aryl methyl ketone preparation; arylvinyl amide preparation; arylethyl amide preparation.
Highly regioselective Heck couplings of aryl triflates with N-acyl-N-vinylamines lacking an N-alkyl substituent were achieved in good yields using catalytic amounts of Pd2(dba)3, DPPF, and diethylisopropylamine in dioxane. The efficiency of these cross-couplings were studied with several N-vinyl amides and an example each of an N-vinyl carbamate and an N-vinyl urea. The Heck coupling products easily underwent acidic hydrolysis to the corresponding aryl Me ketone or in situ hydrogenation in the presence of (Ph3P)3RhCl under a hydrogen atm. to provide the N-acyl derivatives of pharmaceutically relevant benzylic amines. The coupling of a vinyl triflate and more interestingly a vinyl tosylate to N-vinyl acetamide was also studied affording a 2-acylamino-1,3-butadiene with the same high regioselectivity in preference for the α-isomer. This result suggests that Heck couplings of electron-rich alkenes with vinyl tosylates also follow a cationic pathway.
Journal of Organic Chemistry published new progress about Heck reaction. 16332-06-2 belongs to class ethers-buliding-blocks, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Application In Synthesis of 16332-06-2.
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem