Alkyltin fluorides as alkylating reagent in aminoalkylation of maleimides

Abstract

Alkyltin fluoride is a frequently electrophilic stannylation reagent by the cleavage of the Sn-F bond in traditional organic synthetic chemistry. Herein, we report the unprecedented copper-catalyzed aminoalkylation of maleimides using...

Regioselective C3Alkylation of Indoles for the Synthesis of Bis(indolyl)methanes and 3-Styryl Indoles

“…13 3,3′-(Ethane-1,1-diyl)bis(2-methyl-1H-indole) (3q). 33 Petroleum ether/ethyl acetate = 8:1; white solid (42 mg, 29%); mp 153−154 °C;…”

Copper-catalyzed divergent construction of naphthofurans and benzochromanes from 2-naphthols, 4-methylene-quinazolin(thi)ones, and N,N-dimethylethanolamine

“…7 b DMEA has been successfully utilized in the synthesis of methylene-bridged biindoles, 7 a triazines, 7 b pyrimido[1,2- a ]benzimidazoles, 7 c pyrimido[1,2- b ]indazoles, 7 c pyrrolo[1,2- a ]quinoxalines, 7 d quinazolin-4-ones, 7 d benzo[4,5]imidazoquinazolines, 7 d spironaphthalenones, 7 e and 1,3-naphthoxazines 7 f (Scheme 1c). Intrigued by these findings and driven by our long-term interest in the construction of diverse heterocycles, 9 synthesis of naphthofurans and benzochromanes from 2-naphthols and DMEA was conducted. In most cases, when C–C double or triple bonds are involved in the cycloaddition reaction, both carbons of these bonds take part in the construction of newly formed rings.…”