Tandem Insertion-Cyclization Reaction of Isocyanides in the Synthesis of 1,4-Diaryl-1H-imidazoles: Presence of N-Arylformimidate Intermediate
Benjamin Pooi, Jeongbin Lee, Kyujin Choi, Hajime Hirao* and Soon Hyeok Hong*
*Seoul National University, Seoul 151-747, Republic of Korea;
Nanyang Technological University, 637371 Singapore, Email: hirao
ntu.edu.sg,
soonhongsnu.ac.kr
B. Pooi, J. Lee, K. Choi, H. Hirao, S. H. Hong, J. Org. Chem., 2014, 79, 9231-9545.
DOI: 10.1021/jo501652w
Abstract
A NHC-copper-catalyzed isocyanide insertion into alcohol to form an N-arylformimidate intermediate and subsequent base-promoted cycloaddition with benzyl isocyanide derivatives enables a straightforward and high-yielding synthesis of 1,4-diaryl-1H-imidazoles.
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Key Words
ID: J42-Y2014
