306990-96-5Relevant academic research and scientific papers
C-acylation of 2-methylfuran and thiophene using N-acylbenzotriazoles
Katritzky, Alan R.,Suzuki, Kazuyuki,Singh, Sandeep K.
, p. 175 - 178 (2007/10/03)
Reactions of 2-methylfuran and thiophene with readily available N-acylbenzotriazoles (RCOBt, where R = 4-tolyl, 4-methoxyphenyl, benzyl, 4-nitrophenyl, 4-diethylaminophenyl, 2-pyridyl and 1-naphthyl) in the presence of TiCl4 or ZnBr2 produced 2-methyl-4-acylfurans 2a-e and 2-acylthiophenes 3a-f in average yields of 54 % and 75 %, respectively. Literature yields for the preparation of the same compounds are significantly lower.
Regiospecific C-acylation of pyrroles and indoles using N-acylbenzotriazoles
Katritzky, Alan R.,Suzuki, Kazuyuki,Singh, Sandeep K.,He, Hai-Ying
, p. 5720 - 5723 (2007/10/03)
Reactions of pyrrole (2) or 1-methylpyrrole (4) with readily available N-acylbenzotriazoles 1a - g (RCOBt, where R = 4-tolyl, 4-nitrophenyl, 4-diethylaminophenyl, 2-furyl, 2-pyridyl, 2-indolyl, or 2-pyrrolyl) in the presence of TiCl4 produced 2
N-acylbenzotriazoles: Neutral acylating reagents for the preparation of primary, secondary, and tertiary amides
Katritzky,He,Suzuki
, p. 8210 - 8213 (2007/10/03)
Readily available N-acylbenzotriazoles 2a-q efficiently acylate aqueous ammonia and primary and secondary amines to give primary, secondary, and tertiary amides in good to excellent yields. The wide applicability of the procedure is illustrated by the preparation of (i) α-hydroxyamides from α-hydroxy acids and of (ii) perfluoroalkylated amides.
