333793-58-1Relevant academic research and scientific papers
A novel entry into a new class of cyclophane derivatives: Synthesis of (±)-[2.2]paracyclophane-4-thiol
Kane, Vinayak V.,Gerdes, Anton,Grahn, Walter,Ernst, Ludger,Dix, Ina,Jones, Peter G,Hopf, Henning
, p. 373 - 376 (2001)
Two syntheses of (±)-[2.2]paracyclophane-4-thiol have been accomplished in two and five steps, with overall yields of 46 and 31%, respectively, from [2.2]paracyclophane. The strategy involves two key reactions: (a) a lithium aluminium hydride reduction of the disulphide of [2.2]paracyclophane and (b) the use of a Newman-Kwart reaction for the conversion of [2.2]paracyclophane-4-ol to [2.2]paracyclophane-4-thiol.
