We report an efficient and straight forward access to nitrile substituted enol esters via ionic liquid [BMIM]OH mediated hydrocarboxylation of alkynylnitriles under mild conditions. This atom economical transition metal‐free protocol gives an easy access to a variety of such enol esters with excellent regio and Z ‐stereoselectivity. Reusability of [BMIM]OH without losing of significant amount of yield

We herein report a metal‐free hydrophosphoryloxylation of ynamides with phosphoric acids, which provides an expeditious route to access useful enol phosphates. The advantages of this protocol include exclusive selectivity, short reaction time, high efficiency and broad substrate scope. Additionally, the products can serve as good partners in Suzuki‐Miyaura cross‐coupling.

We propose the synthesis of biologically relevant hexahydro‐1H‐pyrano[3,4‐c ]chromenes, via a tandem Prins/Friedels‐Crafts process, catalysed by BF3 .Et2O, starting from (E)‐ and (Z)‐5‐phenoxypent‐3‐en‐1‐ol. The diastereoselectivity of the process is controlled by the geometry of the homoallylic alcohol. We also point out that the Prins product can be obtained in high yields and good diastereoselectivity

The synthesis of nucleobase‐functionalized porphyrins was achieved via two strategies: substitution and Sonogashira cross coupling reactions. Following the first strategy resulted in four porphyrins having two nucleobases at the trans meso ‐positions linked by flexible methylene linkers. In order to synthesize the targeted molecules, 5,15‐di(4‐(bromomethyl)phenyl)‐10,20‐diphenylporphyrin) was reacted

Density functional theory calculations have been performed to explore the Ru‐catalyzed decarbonylative annulation reaction of 3‐hydroxy‐2‐phenyl‐chromone with alkyne to synthesize spiro‐indenebenzofuranones. A Ru(II)‐Ru(0)‐Ru(II) rather than a Ru(II)‐Ru(IV)‐Ru(II) transformation was found involved in the decarbonylation process, which is responsible for the sequence of alkyne insertion/decarbonylation

A simple method for the synthesis of 1,3‐diynes from iodoarenes using calcium carbide as an alkyne source and air as an oxidant is described. A series of 1,4‐diarylbuta‐1,3‐diynes were efficiently synthesized by this strategy. The salient features of this protocol are the use of inexpensive and easy‐to‐handle alkyne source, broad substrate scope, open‐air condition, and simple operation procedure.

Two families of hexameric cyclic peptoids decorated with linear N ‐alkyl and alternated N ‐alkyl/ N ‐benzyl side chains ( 2a‐d and 3a‐c , respectively) were designed and synthesized in order to correlate their logP values (from 2.55 to 6.83) to their ionophoric activities. The present contribution confirms the general ability of hexameric cyclic peptoids to behave as efficient cation carriers, corroborates

A series of conjugation extended push‐pull derivatives of 4,4'‐spirobi[cyclopenta[2,1‐ b :3,4‐ b ']dithiophene] were synthesized and fully characterized, in which each perpendicularly aligned cyclopenta[2,1‐ b :3,4‐ b ']dithiophene features a pendant dicyanovinylene as an electron acceptor and a thiophene as an electron donor. The electrochemical and photophysical properties of the new molecules, which

A new ring opening reaction was found while attempting to isolate the imines from ortho ‐heteroatom substituted anilines and camphor‐like bicyclic ketones. The benzoazoles containing a cyclopentanemethyl group at position 2 of the heterocycle were isolated instead of the expected imines. The detailed study of the transformation, including EPR experiments, revealed the most probable radical mechanism

We use click chemistry to functionalize simple lipophilic and water‐soluble molecules, a complex PEGylated phospholipid (DSPE‐PEG2000), and two benzylic substrates with the 2‐(hydroxyimino)aldehyde (HIA) group. To this end, we synthesize two terminal alkynes bearing the HIA moiety and we couple them to different azides through copper(I)‐catalyzed azide alkyne cycloaddition (CuAAC). Norrish‐Yang photoisomerization

In the racemization area, the keto‐enol equilibrium is a major player when it comes to racemizing α‐chiral carbonyl compounds. The racemization kinetics in the co‐crystal induced deracemization of a fungicide precursor is complex as next to the racemization catalyst, which is a base, an acidic co‐former is used to ensure the crystallization of the co‐crystal. Here we show that understanding of the

Photoredox chemistry has greatly stimulated the application of radical based transformations in medicinal chemistry and early drug discovery in recent years. Carboxylate groups have been identified as traceless leaving groups that can be converted to radical intermediates capable of undergoing 1,4‐conjugate addition reactions to Michael acceptors. Here, we show the successful C‐terminal derivatization

A simple, efficient, and green method for the iodine‐promoted regioselective C‐4 sulfenylation of isoquinolin‐1(2 H )‐ones using commercially available aryl sulfonyl chlorides as the sulfur source was described under metal‐ and solvent‐free conditions. The reaction proceeded smoothly under simple conditions to obtain 4‐arylthioisoquinolin‐1(2 H )‐ones in moderate to good yields, and showed high regioselectivity

A highly chemo‐ and regioselective KO t ‐Bu‐catalyzed addition of substituted indoles to terminal or disubstituted allylic sulfones at the indole N ‐position is reported. The catalytic protocol allows for the efficient and mild synthesis of a broad range of new and versatile sulfonyl‐substituted indoles and azoles bearing various functional groups from readily available starting materials in good to

In the original article,[1] one of the palladium catalyst loading amounts in the Scheme 1 was incorrectly cited. Reinvestigation of the reaction condition in reference 6b evidenced that the catalytic amount of [Pd(Phen)2][BF4]2 for the first reaction formula in Scheme 1 is 1.0 mol‐% not 10 mol‐%. The amended version of Scheme 1 is reported below: Scheme 1 Open in figure viewerPowerPoint Reported and

An efficient protocol for the reductive carbonylation of (hetero) aryl halides and triflates under CO gas‐free conditions using Pd/Co2(CO)8 and triethylsilane has been developed. The mild reaction conditions, enhanced chemoselectivity and, easy access to heterocyclic and vinyl carboxaldehydes highlights its importance in organic synthesis.

Synthesis of previously unavailable 1,2‐disubstituted cyclobutane building blocks bearing mono‐, di‐ and trifluoromethyl groups are disclosed. The key steps included deoxofluorination or TMAF‐mediated nucleophilic substitution in the appropriate bifunctional cyclobutanes; for the CF 3 ‐substituted derivatives, alternative methods based on cyano‐ or azidotrifluoromethylation of cyclobutene using the