33603-13-3Relevant academic research and scientific papers
1,2-H shift in copper-chlorocarbenoid intermediate during CuCl/bpy-promoted stereoselective dechlorination of 2,2,2-trichloroethyl alkyl ethers to (Z)-1-alkoxy-2-chloroethenes
Ram, Ram N.,Manoj
supporting information; experimental part, p. 2243 - 2246 (2009/05/11)
(Chemical Equation Presented) Reaction of 2,2,2-trichloroethyl alkyl ethers with 2 molar equiv of CuCl/bpy in refluxing DCE yielded (Z)-1-alkoxy-2- chloroethenes stereoselectively as the major product via 1,2-H shift in copper-chlorocarbenoid intermediate. 2,2,2-Trichloroethyl carboxylates undergo a radical 1,2-acyloxy shift under similar conditions.
Attempts to Prepare an Alkynyldiazonium Salt
Helwig, Reinhard,Hanack, Michael
, p. 1008 - 1021 (2007/10/02)
The 2-bromo-1-chloroalkanal p-tosylhydrazones 11a and b react with triethylamine as base to give the azoalkenes 12, of which (1-chloro-2-phenylethenyl)tosyldiazene (12b) is obtained as a crystalline material at room temperature. 12b reacts with SbCl5 at -30 and -70 deg C to form different diazonium salts, which are treated with nucleophiles such as methanol and water.The products obtained (Schemes 3 and 4) indicate the formation of the phenylethenyldiazonium salt 20, which is stable up to -20 deg C. 20 adds nucleophiles like methanol or water as well as anisole at the CC triple bond before releasing nitrogen.
