Method for Accessing Nitrogen-Containing, <i>B</i>‑Heteroaryl-Substituted 2,1-Borazaronaphthalenes

The azaborine motif provides a mimic of aromatic systems through replacement of a CC bond with a B–N bond. In particular, 2,1-borazaronaphthalenes, accessible through robust methods of synthesis and subsequent functionalization, afford an ideal platform to use for a variety of applications. However, the scope of substructures for this archetype has been limited by the lack of nitrogen-containing heteroaryls that can be incorporated within them. In this study, modified reaction conditions were developed to provide access to a wider range of substructures

Silver-Promoted Oxidative Cyclization of 1,6-Enynes: Highly Regioselective Synthesis of Phosphorated Fluorene Derivatives

A silver-promoted oxidative cyclization of 1,6-enynes with disubstituted phosphine oxides is developed for the synthesis of fluorene derivatives. The reaction proceeds with high regioselectivity by constructing one C–P bond and two C–C bonds in one step. Moreover, reduction of the pentavalent phosphine enlarges the application scope of the product

Silver-Promoted Oxidative Cyclization of 1,6-Enynes: Highly Regioselective Synthesis of Phosphorated Fluorene Derivatives

A silver-promoted oxidative cyclization of 1,6-enynes with disubstituted phosphine oxides is developed for the synthesis of fluorene derivatives. The reaction proceeds with high regioselectivity by constructing one C–P bond and two C–C bonds in one step. Moreover, reduction of the pentavalent phosphine enlarges the application scope of the product

Copper-Catalyzed Intermolecular Cyanotrifluoromethylation of Alkenes

A novel and highly practical reaction for the copper-catalyzed intermolecular cyanotrifluoromethylation of alkenes is presented here. This methodology provides a general and straightforward way to synthesize a variety of useful CF₃-containing nitriles, which can be used for further preparation of pharmaceutically and agrochemically important compounds in synthetic organic chemistry

Copper-Catalyzed Intermolecular Cyanotrifluoromethylation of Alkenes

A novel and highly practical reaction for the copper-catalyzed intermolecular cyanotrifluoromethylation of alkenes is presented here. This methodology provides a general and straightforward way to synthesize a variety of useful CF₃-containing nitriles, which can be used for further preparation of pharmaceutically and agrochemically important compounds in synthetic organic chemistry

Copper-Catalyzed Three-Component Cyano­trifluoro­methyla­tion/Azido­trifluoro­methyla­tion and Carbo­cycli­zation of 1,6-Enynes

A novel three-component strategy for the cyano­trifluoro­methyla­tion/azido­trifluoro­methyla­tion and carbocyclization of 1,6-enynes is developed. The reaction proceeds smoothly under a moderate temperature by using a copper catalyst, which provides a rapid and concise access to addition–carbocyclization products. Furthermore, the products obtained can be useful building blocks in discoveries of lead compounds and other biologically active CF₃-containing heterocycles

Iodine-Promoted Radical Cyclization in Water: A Selective Reaction of 1,6-Enynes with Sulfonyl Hydrazides

An iodine-promoted one-pot radical cyclization reaction of 1,6-enynes with sulfonyl hydrazides to provide five-membered and hexatomic ring sulfonylated products under the same conditions is established. This reaction proceeded smoothly in water and gave the corresponding products by using I₂/TBHP instead of expensive and toxic catalysts with C–S and C–I bond formed in one step. This method also allowed easy access to significant functional sulfones for potential applications in medicinal and organic chemistry