146253-19-2Relevant academic research and scientific papers
Nucleophilic Amination of Methoxy Arenes Promoted by a Sodium Hydride/Iodide Composite
Kaga, Atsushi,Hayashi, Hirohito,Hakamata, Hiroyuki,Oi, Miku,Uchiyama, Masanobu,Takita, Ryo,Chiba, Shunsuke
, p. 11807 - 11811 (2017/09/20)
A method for the nucleophilic amination of methoxy arenes was established by using sodium hydride (NaH) in the presence of lithium iodide (LiI). This method offers an efficient route to benzannulated nitrogen heterocycles. Mechanistic studies showed that the reaction proceeds through an unusual concerted nucleophilic aromatic substitution.
Oxidative spirocyclization of phenolic sulfonamides: Scope and applications
Liang, Huan,Ciufolini, Marco A.
, p. 13262 - 13270 (2011/03/17)
A full account of the oxidative dearomatization of para- and ortho-phenolic sulfonamides is provided together with an overview of the chemistry of the products and their elaboration to building blocks for spirocyclic alkaloids. A concise total synthesis of putative lepadiformine complements the discussion. Making building blocks: The oxidative dearomatization of para- and ortho-phenolic sulfonamides provides building blocks for spirocyclic alkaloids (see scheme). The chemistry of the products of this reaction and a concise total synthesis of putative lepadiformine is given.
Tandem phenolic oxidative amidation-intramolecular diels-alder reaction: An approach to the himandrine core
Liang, Huan,Ciufolini, Marco A.
supporting information; experimental part, p. 1760 - 1763 (2010/10/21)
An oxidative cyclization of dienic sulfonamides mediated by iodobenzene diacetate in TFA, followed by a tandem intramolecular Diels-Alder reaction, achieves desymmetrization of a "locally symmetrical" dienone with good levels of diastereoselectivity and leads to valuable synthetic intermediates for the himandrine alkaloids.
