We report a general copper-catalyzed cross-coupling of thiols with aryl halides by using N-aryl-N'-alkyl oxalic diamide (L3) or N,N'-dialkyl oxalic diamide (L5) as the ligand. Both aryl and alkyl thiols can be coupled with unactivated aryl bromides and chlorides to give the desired products in good yields. Furthermore, this system features a broad substrate scope and good tolerance of functional groups. Importantly, the oxalic diamides are stable and can be prepared easily from commercially available and cheap starting materials.
We report herein
a new approach for the synthesis of organothiophosphates
from phosphonates and thiols through electrochemical reaction. The
reactions were conducted without the addition of oxidant, transition-metal
base, or base at room temperature. This system has a good substrate
scope and functional group tolerance. Aryl and alkyl thiols worked
well with phosphonates to afford the corresponding organothiophosphates
in good yields.
A convenient, facile, and one-pot methodology for the synthesis of α-carbolines from Baylis-Hillman (BH) acetates, involving three steps (reactions), (1) mono alkylation of 2-nitroarylacetonitriles with BH-acetates, (2) reduction of nitro group into amino group using Fe/AcOH and (3) formation of two (five and six membered) rings, is presented. This methodology is successfully applied to the synthesis of bioactive alkaloid neocryptolepine.
Di-tert-butyl peroxide (DTBP)-promotedi ntermolecular hydroacylation reaction of alkenes with aromatic aldehydes that provides ketonesi sd escribed. In this study,4 -chromanones were formed when 2-(allyloxy)benzaldehydesw ere treated with tert-butyl hydroperoxide (TBHP). The reactions were performed under solvent-and metal-free conditions. Reactions proceeded through the generation of acyl radicals, followed by the reaction with alkenes. Remarkably,n ot only terminal alkenes but also internal alkenes could serve as the starting materials for intramolecular hydroacylationr eaction.Scheme1.Metal-free hydroacylation of alkenes.
Unique tunable aryl imidazolium ionic liquids successfully catalyzed Friedel–Crafts acylation and thioesterification in sealed tubes. These reactions can form a C−C bond and a C−S bond with high atom economy. Ionic liquids exhibited high activity and catalyzed essential reactions with good to excellent yields while retaining their catalytic activities for recycling.
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