A highly efficient protocol for the regioselective dehydrogenative cross-coupling of pyridine-N-oxides with N,N-dialkyl uracils via 2-fold C-H activation has been developed. The resultant uracil substituted pyridine-N-oxide structural motifs is readily deoxygenated, making the present procedure a highly attractive route for the synthesis of 5pyridine substituted uracils.
The Pd‐catalyzed cross‐dehydrogenative coupling (CDC) between two heteroarenes was developed. A variety of benzofuran and uracil derivatives were constructed through C–C bond formation by using CDC reactions. The substrates did not require prefunctionalization, and the products were obtained in good yields with good regioselectivities at room temperature.
The first highly enantioselective
intermolecular Stetter reaction
using simple enones is reported. A series of novel chiral BAC structures
were designed and prepared. They were tested in the Stetter reaction
with simple aldehydes and enones. The products were generated in excellent
yields and enantioselectivities (up to 94% ee). Surprisingly,
a substoichiometric amount of water was crucial to obtain high enantioselectivities.
Chiral BACs were also shown to catalyze 1,6-conjugate addition reactions
with paraquinone methides enantioselectively.
A straightforward and efficient method for the palladium-catalyzed direct cross-coupling of quinones with N,N 0dialkyluracils via 2-fold C-H activation has been developed to rapidly construct uracil substituted quinone structural motifs.
Uracils. -An efficient protocol is developed for the synthesis of uracil substituted pyridine-N-oxides which can be readily deoxygenated to give the corresponding pyridines. -(KIANMEHR*, E.; REZAEEFARD, M.; REZAZADEH KHALKHALI, M.; KHAN, K. M.; RSC Adv. 4 (2014) 27, 13764-13767, http://dx.doi.org/10.1039/c4ra01034e ; Sch. Chem., Coll. Sci., Univ. Tehran, Tehran, Iran; Eng.) -Mais 47-191
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