Organic Process Research and Development p. 2354 - 2361 (2019)
Update date:2022-08-04
Topics:
Song, Zhiguo Jake
Maligres, Peter
Molinaro, Carmela
Humphrey, Guy
Fritzen, Jeff
Wilson, Jonathan
Chen, Yonggang
2-(2H-Tetrazol-2-yl)benzoic acid 1 and analogs were prepared via Cu(I) catalyzed C-N coupling of 2-iodo or 2-bromo benzoic acids with 5-(ethylthio)-1H- tetrazole followed by reductive cleavage of the thioether bond. The C-N coupling was regioselective toward the N2-position on tetrazole. The scope of this methodology was demonstrated on a series of 2-halobenzoic acid substrates in moderate yields.
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