The directing group (DG)‐assisted transition metal (TM)‐catalyzed site‐selective C−H activation and functionalization has become a popular approach in the synthesis of natural products, pharmaceuticals, and late‐stage functionalization. In particular the ortho‐selective C−H functionalization is frequently addressed. One DG generally directs the mono‐C−H functionalization. However, over the years there

We report a novel oxidative rearrangement of the diazene moiety in 3‐aryl azo indoles, leading to the formation of C3‐oxo‐C2‐amino indoles with excellent regioselectivity. This transformation, achieved using oxone in water at ambient temperature, proceeds in good yields with broad functional group tolerance including and azaindoles. Mechanistic insights were gained through control experiments, crystal

A straightforward synthesis of spirolactones from carbonyls via N‐tosylhydrazones is described. The process consist in the reaction between the N‐tosylhydrazone and ethoxycarbonylethylboronic acid or ethoxycarbonylpropylboronic acid, leading to spiro γ‐butyrolactones or δ‐valerolactones respectively. The transformation takes place by carboborylation of the N‐tosylhydrazone followed by oxidation of

Herein, a novel visible‐light‐induced sulfonylation cyclization for the facile construction of challenging carbazole‐fused eight‐membered N‐heterocycles has been described for the first time under additive‐, base‐, and external photosensitizer‐free conditions. Mild reaction conditions, good functional group compatibility, and scalability reaction demonstrate the potential for further industrial application

The hitherto few explored α‐halomethyl amidine motif has been assembled through the addition of a lithiated (di)‐halomethane (i.e. carbenoid) to easily accessible N,N’‐diaryl substituted carbodiimides. Despite the inherent low electrophilicity of these heterocumulenes – as quantitatively determined in Mayr’s previous studies – their sp‐hybridized carbon atom acts as a competent site of attack for these

In recent years, the use of electrochemistry has emerged as a powerful yet sustainable means of enabling key transformations. Amidation is one of the most frequently executed transformations in synthetic chemistry, and using an electrochemical approach, the current study has demonstrated the synthesis of amides from aldehydes and amines. Mechanistic work indicates that the reaction proceeds via the

Transition metal catalyzed [2+2+2] cycloaddition reactions between three alkynes, a diyne and an alkyne, or a triyne offer a straightforward and typical protocol toward all kinds of polysubstituted benzens. Herein, the synthesis of polysubstituted aromatics through electrochemical nickel catalyzed cyclotrimerization of alkynes is developed. The regio‐divergent cyclotrimerization of terminal alkynes

Tetrasubstituted 2‐carboalkoxy‐3‐substituted‐cyclohexenones are powerful building blocks for the synthesis of a variety of bioactive target molecules. Their preparations requires multi‐steps sequence involving the use of stoichiometric quantities of various reagents, while the catalytic approaches are limitited to trisubstituted cyclohexenones. We describe here an efficient catalytic approach based

We report a recyclable catalyst system combining Cu(II)O and 4,7‐dimethoxy‐1,10‐phenanthroline in a 1‐ethyl‐3‐methylimidazolium‐based ionic liquid for the hydrohalogenation of alkynes. The reaction efficiently yields alkenyl bromides and chlorides with good functional group tolerance and regioselectivity across a range of functionalized alkynes. Remarkably, the reaction exhibits unprecedented chemoselectivity