131968-46-2Relevant academic research and scientific papers
PHTHALIMIDOSULPHENYL CHLORIDE: A SYNTHETIC EQUIVALENT OF INACCESSIBLE SULPHENYL CHLORIDES
Capozzi, Giuseppe,Gori, Luciano,Menichetti, Stefano
, p. 6213 - 6216 (1990)
The phthalimido derivative 3a, synthesized by addition of phthalimidosulphenyl chloride 1 to 2-butyne, reacts with various nucleophiles (t-BuLi, MeLi, PhLi, t-Bu-CCLi, (Me3Si)2NNa) to give substitution of the phthalimido residue.Tris-n-butyltin hydride
Phthalimidesulfenyl chloride; part VII: Synthesis of 2-substituted 3-chlorobenzo[b]thiophenes and related heteroaromatics
Capozzi,De Sio,Menichetti,Nativi,Pacini
, p. 521 - 525 (2007/10/02)
Addition of phthalimidesulfenyl chloride (1) to diaryl- or alkyl(aryl) acetylenes affords (E)-β-chlorovinylsulfenamides 3. These species react with aluminum trichloride and other Lewis acids to give benzo[b]thiophenes 6 through an intramolecular electrophilic substitution. The reaction is very simple and seems insensitive to the nature of substituents at the double bond of vinylsulfenamides 3. Following the same strategy the thienothiophene 11 and the condensed thiopyran 12 were also prepared.
Phthalimidesulfenyl Chloride. Part 4. Addition to Acetylenes and Synthetic Utilization of their Adducts
Capozzi, Giuseppe,Gori, Luciano,Menichetti, Stefano,Nativi, Cristina
, p. 1923 - 1928 (2007/10/02)
Both the stereo- and regio-chemical reactivity of the phthalimidesulfenyl chloride 1 towards symmetrical and terminal acetylenes and the reactivity of the adducts 3 and 5 with various nucleophiles has been investigated.Nucleophilic substitution of the phthalimide residue was achieved with MeLi, PhLi, ButLi, (Me3Si)2NNa and Me3SiSMe.The synthesis of β-chlorovinyl tributylstannyl sulfides 14 is also described.The synthetic potential of the new sulfur compounds is discussed.
PHTHALIMIDOSULPHENYL CHLORIDE: ADDITION TO ALKYNES AND GENERAL REACTIVITY
Capozzi, Giuseppe,Gori, Luciano,Menichetti, Stefano
, p. 157 - 160 (2007/10/02)
The regiochemistry of the adducts of phthalimidosulphenyl chloride to alkynes and their reactivity with nucleophiles is described.
