Synthesis of taurine analogues from alkenes: preparation of 2-aminocycloalkanesulfonic acids.
(+/-)trans 2-Aminocyclohexanesulfonic acid and (+/-)trans 2-aminocyclopentanesulfonic acid were prepared from cyclohexene and cyclopentene respectively by sulfur monochloride addition, followed by oxidation to 2-chlorosulfonic acid and substitution of chlorine.
Machetti
F
F
Dipartimento di Chimica Organica U Schiff, and Centro di Studio sulla Chimica e la Struttura dei Composti Eterociclici e loro Applicazioni, C.N.R., Università di Firenze, Italy.
Cacciarini
M
M
Catrambone
F
F
Cordero
F M
FM
Frosini
M
M
De Sarlo
F
F
D000475:Alkenes / Q000737:chemistry; D003509:Cyclohexanecarboxylic Acids / Q000138:chemical synthesis*; D003510:Cyclohexanes / Q000737:chemistry*; D053138:Cyclohexenes; D003514:Cyclohexylamines / Q000138:chemical synthesis*; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry*; D013451:Sulfonic Acids / Q000737:chemistry; D013457:Sulfur Compounds / Q000737:chemistry*; D013654:Taurine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*
D000475:Alkenes; D003509:Cyclohexanecarboxylic Acids; D003510:Cyclohexanes; D053138:Cyclohexenes; D003514:Cyclohexylamines; D003517:Cyclopentanes; D013451:Sulfonic Acids; D013457:Sulfur Compounds; C052782:2-aminocyclopentanesulfonic acid; C052568:cyclohexene; D013654:Taurine; C013880:chlorosulfonic acid; C103271:2-aminocyclohexanecarboxylic acid; C005741:sulfamic acid; C053578:sulfur monochloride