1239485-75-6Relevant academic research and scientific papers
N-Iodosuccinimide-Mediated Dimerization of 2-Alkynylnaphthols: A Highly Diastereoselective Construction of Bridged Polycyclic Compounds via Vinylidene ortho-Quinone Methide Intermediate
Tan, Yu,Zhao, Zhengxing,Chen, Zhili,Huang, Shengli,Jia, Shiqi,Peng, Lei,Xu, Da,Qin, Wenling,Yan, Hailong
supporting information, p. 4461 - 4466 (2020/06/03)
An unprecedented highly diastereoselective dimerization of 2-alkynylnaphthols is presented to furnish bridged polycyclic compounds containing a bicyclo[3.2.1]octane moiety with good to excellent yields. The reaction proceeded under mild conditions using N-iodosuccinimide as a promoter, simultaneously constructing one new C-O bond and two new C-C bonds. A tetra-substituted vinylidene ortho-quinone methide intermediate was likely involved, and the steric hindrance of substituents played a critical role in this transformation.
Enantioselective Construction of Vicinal Diaxial Styrenes and Multiaxis System via Organocatalysis
Tan, Yu,Jia, Shiqi,Hu, Fangli,Liu, Yidong,Peng, Lei,Li, Dongmei,Yan, Hailong
supporting information, p. 16893 - 16898 (2019/01/03)
A highly diastereo- and enantioselective methodology for the asymmetric synthesis of vicinal diaxial styrenes and multiaxis system was achieved by organocatalysis. Various vicinal diaxial styrenes and multiaxis systems were obtained in excellent enantioselective manners. The mechanism studies revealed that a new tetra-substituted vinylidene ortho-quinone methide (VQM) intermediate was likely involved and accounted for the excellent enantioselectivity.
Domino hydroarylation-cyclization reaction: One-pot synthesis of indane-fused 3,4-dihydrocoumarins
Joo, Jin Hyuck,Youn, So Won
supporting information, p. 559 - 568 (2013/05/09)
A tin(II) triflate-catalyzed domino hydroarylation-cyclization reaction has been developed to access a wide-variety of methyleneindane-fused 3,4-hydrocoumarins. A judiciously selected bi-functional Lewis acidic catalyst has been successfully applied to promote two ring-closing events as a single-pot operation.
NHC-catalyzed oxidative cyclization reactions of 2-alkynylbenzaldehydes under aerobic conditions: Synthesis of O-Heterocycles
Park, Jong Hyub,Bhilare, Sachin V.,Youn, So Won
supporting information; experimental part, p. 2228 - 2231 (2011/07/09)
Chemical equations presented. An NHC-catalyzed, regio- and stereoselective oxidative cyclization of o-alkynylbenzaldehydes bearing an unactivated alkyne moiety as an internal electrophile has been developed to afford phthalides and isocoumarins. A single organocatalytic system enabled two sequential C-O bond formations to take place in an atom economical manner via highly efficient dual activation. Molecular oxygen in air could be utilized as a source of an oxygen atom for the oxidation of aldehydes to the corresponding benzoic acids under our newly developed reagent system.
