69452-56-8Relevant articles and documents
Regioselective Synthesis of Substituted Naphthalenes: A Novel de Novo Approach Based on a Metal-Free Protocol for Stepwise Cycloaddition of o-Alkynylbenzaldehyde Derivatives with Either Alkynes or Alkenes
Barluenga, Jose,Vazquez-Villa, Henar,Ballesteros, Alfredo,Gonzalez, Jose M.
, p. 4121 - 4123 (2003)
(Equation presented) Iodonium ions, o-alkynyl-substituted carbonyl compounds, and alkynes react to give 1-iodonaphthalene derivatives featuring interesting substitution patterns. The reaction with alkenes instead of acetylenes affords related naphthyl ketone derivatives. These two metal-free processes are conducted at room temperature and furnish products in a regioselective manner.
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
, 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.
Alkynes as Linchpins for the Additive Annulation of Biphenyls: Convergent Construction of Functionalized Fused Helicenes
Mohamed, Rana K.,Mondal, Sayantan,Guerrera, Joseph V.,Eaton, Teresa M.,Albrecht-Schmitt, Thomas E.,Shatruk, Michael,Alabugin, Igor V.
supporting information, p. 12054 - 12058 (2016/11/16)
A new approach to fused helicenes is reported, where varied substituents are readily incorporated in the extended aromatic frame. From the alkynyl precursor, the final helical compounds are obtained under mild conditions in a two-step process, in which th