PPh3-catalyzed ring-expansion reactions of sulfamate-derived cyclic imines with acetylenedicarboxylates.
The PPh3-catalyzed ring-expansion reaction of sulfamate-derived cyclic imines with acetylenedicarboxylates has been developed. The reaction works quite efficiently under very mild conditions to afford benzo[g][1,2,3]oxathiazocine-4,5-dicarboxylate 2,2-dioxide derivatives in high yields.
Department of Applied Chemistry, Institution China Agricultural University, 2 West Yuanmingyuan Road, Beijing 100193 (China), Fax: (+86) 10-6281-5579.
Zhilin
Z
Yang
Hao
H
Yu
Lei
L
Zhang
Hang
H
Wei
Yumei
Y
Xiao
Lanzhen
L
Chen
Hongchao
H
Guo
D000480:Alkynes / Q000737:chemistry*; D001392:Azocines / Q000737:chemistry*; D001555:Benzene Derivatives / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D003998:Dicarboxylic Acids / Q000737:chemistry*; D005231:Fatty Acids, Unsaturated / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D010720:Phosphines / Q000737:chemistry*; D013451:Sulfonic Acids / Q000737:chemistry*
D000480:Alkynes; D001392:Azocines; D001555:Benzene Derivatives; D003998:Dicarboxylic Acids; D005231:Fatty Acids, Unsaturated; D007097:Imines; D010720:Phosphines; D013451:Sulfonic Acids; C024060:2-butynedioic acid; C005741:sulfamic acid
heterocycles; imines; organocatalysis; ring expansion; synthetic methods