Imidazopyridine is an important framework that constitutes several pharmaceutical drugs and biologically active molecules. Herein, we present the palladium-catalyzed regioselective C3-allylic alkylation of 2-aryl imidazopyridines with MBH carbonates. This strategy furnishes a broad spectrum of C3allylated imidazopyridines, and their structures have been unequivocally established using X-ray analysis. Besides, the reaction can be easily scaled up on a gram scale, and the ensuing product can be smoothly manipulated into synthetically useful entities.
Biaryl and indole units are important structural motifs in several
bioactive molecules and functional materials. We have accomplished
straightforward access to C2-biarylated indole derivatives through
palladium-catalyzed C–H activation strategy with a broad range
of substrate scope in yields of 24 to 92%. Besides, the UV/visible
absorption and fluorescence properties of the ensuing products were
explored. The calculated higher dihedral angle and rotational barrier
values for the selected C2-biarylated indoles show that these compounds
may display atropisomerism at room temperature.
Deuterated organic molecules have immense value in the pharmaceutical industry. Here, we present a synthetic strategy for direct trideuteromethylation of sulfenate ions derived in situ from β-sulfinyl esters in the presence of a base utilizing inexpensive and abundant CD 3 OTs as the electrophilic trideuteromethylating agent. This protocol provides straightforward access to an array of trideuteromethyl sulfoxides in yields of 75−92% with a high degree of deuteration. The ensuing trideuteromethyl sulfoxide can be readily modified into trideuteromethyl sulfone and sulfoximine. Note pubs.acs.org/joc
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