142146-97-2Relevant academic research and scientific papers
Rearrangement of substituted 2,4,4,6-tetraaryl-4H-thiopyrans to triaryl-3aH-benzo[3,4]cyclopenta[1,2-b]thiophene
Kroulik, Jiri,Cejka, Jan,Sedmera, Petr,Jegorov, Alexandr,Kratochvil, Bohumil,Kuthan, Josef
, p. 1631 - 1642 (2004)
An intensive bromination of 2,6-diaryl-4,4-diphenyl-4H-thiopyrans can lead through 3,5-dibromo derivatives to unexpected 2,8-diaryl-3-bromo- and 2,8-diaryl-3,5-dibromo-3a-phenyl-3aH-benzo[3,4]cyclopenta[1,2-b]thiophene as demonstrated on examples where the respective aryl groups are phenyl or 4-fluorophenyl. On the other hand, analogous spiro-[fluorene-9,4′- thiopyran]s do not exhibit the rearrangement evidently due to a rigid conformation of the fluorene moiety. The reaction mechanism for the rearrangement is proposed.
ELECTROPHILIC 3,5-SUBSTITUTION OF 2,4,4,6-TETRAPHENYL-4H-PYRAN AND SOME OF ITS 1-HETEROANALOGUES
Shwarz, Marian,Sebek, Pavel,Kuthan, Josef
, p. 546 - 555 (2007/10/02)
The reaction of dibromine with the heterocycles I-IV gives corresponding 3,5-dibromo derivatives, while the less selective reactions with dichlorine afforded 3,5-dichloro derivative XII only in the case of 4H-thiopyran IV and trichloro derivative of the p
