A new iridium catalyzed reductive coupling reaction of Grignard reagents and tertiary amides affording functionalised tertiary amine products via an efficient and technically-simple one-pot, two-stage experimental protocol, is reported. The reaction – which can be carried out on gram-scale using as little as 1 mol% Vaska's complex [IrCl(CO)(PPh3)2] and TMDS as the terminal reductant for the ini...

Other studies avoided the use of a zinc salt by generating lithium zincates either by iodine-metal exchange 7 or by deprotonation. 8 In 2002, Gauthier and co-workers documented an approach through lithium zincates using only one third equivalent of zinc chloride for the synthesis of 5-aryl-2-furaldehydes from 5-lithio-2-furaldehyde diethyl acetal. 9 In addition, Mutule and Suma described in 200...

A copper-free allylic arylation reaction between 3,3-disubstituted allylic halides and triazene-softened aryl Grignard reagents has been developed. This protocol presents a direct and efficient way to construct both α- or γ-isomers with high regioselectivity under environmentally benign conditions. Various functional groups can be tolerated in the reaction and the products are of high value for...

Organotin compounds (OTCs) are characterized as having at minimum one covalent bond between carbon and tin atoms, usually denoted by the formula RnSnX4-n (n =1-3, R =aryl or alkyl, X =halogen ion a carboxylate, etc.). There several methods to synthesis organotin compounds, they Grignard Kocheshkov reactions, Wurtz reaction alkylation method. The has two stable state,(II) (IV). Sn(II) forms pyra...

The addition of aryl groups to unactivated olefins represents a direct approach to C!C bond construction. Pd-catalyzed coupling of aryl halides with alkenes, the Heck reaction, offers a viable approach to arylation. However, terminal unactivated olefins often display low reactivity in Heck reactions and can yield mixtures of styrenes and allyl arenes owing to poor regiocontrol in the b-hydride ...

BACKGROUND 1,8-Naphthyridine derivatives have attracted considerable attention because the 1,8-naphthyridine skeleton is present in many compounds that have been isolated from natural substances, with various biological activities. FINDINGS N,N-dimethoxy-N-methyl-1,8-naphthyridine-3-carboxamide (1) on reaction with Grignard reagent forms 2-methoxy-1,8-naphthyridine-3-carbaldehyde (2). Compoun...

Three aryl methyl sulfoxides were prepared via the following sequence: synthesis of menthyl arenesulfenate from corresponding thiol, diastereoselective oxidation leading to sulfinate, then reaction with a Grignard reagent. The moiety was substituted ester on ortho position or nitro group para position. sulfenate esters obtained in fair excellent yield (42–82%). Four different oxidizing agents t...

A series of air-stable nickel complexes of the form L2Ni(aryl) X (L = monodentate phosphine, X = Cl, Br) and LNi(aryl)X (L = bis-phosphine) have been synthesized and are presented as a library of precatalysts suitable for a wide variety of nickel-catalyzed transformations. These complexes are easily synthesized from low-cost NiCl2·6H2O or NiBr2·3H2O and the desired ligand followed by addition o...

Homochiral (R)- and (S)-3,4-methylenedioxymethamphetamine (MDMA) were prepared in six steps (each) from the chiral pool precursors d- l-alanine, respectively. The key step, copper-catalysed regioselective ring-opening of an N-tosylaziridine with aryl Grignard reagent, proceeded high yield complete regioselectivity. Elaboration was achieved preservation configurational integrity, affording R- S-...