22913-25-3Relevant articles and documents
Diels-Alder reactions for the rational design of benzo[b]thiophenes: DFT-based guidelines for synthetic chemists
Brasca, Romina,Kneeteman, María N.,Mancini, Pedro M.E.,Fabian, Walter M.F.
, p. 158 - 168 (2012)
In this work we studied the capability of several diene/dienophile pairs to undergo Diels-Alder (DA) reactions leading to benzo[b]thiophenes. A variety of synthetically and commercially available nitrothiophenes were chosen as dienophiles. Methyl 5-nitro-3-thiophenecarboxylate was selected as a potential strong electrophilic candidate based on some DFT-based properties and the substitution pattern of the expected product. The mechanistic details concerning the participation of this dienophile in polar DA reactions were investigated through a theoretical point of view. The results were compared with the experimental outcomes. This methodology should allow synthetic chemists to analyze DA reactions in detail in a stage prior to the synthetic job.
Direct benzothiophene formation via oxygen-triggered intermolecular cyclization of thiophenols and alkynes assisted by manganese/PhCOOH
Liu, Kaisheng,Jia, Fan,Xi, Hui,Li, Yuanming,Zheng, Xiaojian,Guo, Qiaoxia,Shen, Baojian,Li, Zhiping
supporting information, p. 2026 - 2029 (2013/06/04)
An intermolecular oxidative cyclization between thiophenols and alkynes for benzothiophene formation has been established. A variety of multifunctional benzothiophenes are synthesized. In addition, we demonstrated that the obtained benzothiophenes can be
Synthesis of novel highly active thiophene and benzothiophene containing diphosphine ligands and their use in the asymmetric allylation of catechol
Tietze, Lutz F.,Lohmann, J. Klaas,Stadler, Christian
, p. 1113 - 1116 (2007/10/03)
Novel thiophene and benzothiophene containing diphosphine ligands 5-8 with a chiral cyclohexyl diamine backbone have been prepared and used in the asymmetric allylation of catechol. The advantage of these new ligands is their high reactivity and excellent
