A formal 1,6-conjugated addition-mediated [2+1] annulation to synthesize spiro[2.5]octa-4,7-dien-6-one with p-quinone methides and sulfur ylides has been described. This domino-type process was highly diastereoselective exhibited good functional group tolerance scalability without the use of metals bases.

Spiro[2.5]octa-4,7-dien-6-one with consecutive quaternary centers was synthesized in one pot without the use of metals.

A novel visible-light-induced cascade reaction for the preparation of ester-functionalized polyheterocycles was developed under metal-free conditions, which initiated by an intermolecular radical addition to a carbon–carbon double bond N-arylacrylamide derivatives using alkyl carbazate as ester source followed cyano-mediated cyclization. The desired phenanthridine derivative products were isolated in moderate high yields with broad substrate scope.

Pd-catalyzed sequential hydroamination of readily available 1,3-enynes is reported. The redox-neutral process provides an efficient route to synthesize a broad scope imidazolidinones, thiadiazolidines, and imidazolidines. Asymmetric generates series synthetically valuable, enantioenriched imidazolidinones. Mechanistic studies revealed that the transformation occurred via intermolecular enyne pathway give allene intermediate. Subsequent intramolecular intermediate proceeded under...

A palladium-catalyzed dearomative allylic alkylation of indoles with alkynes to construct indolenines C3-quarternary centers was reported. The in situ formed arylallene intermediate omitted the need install leaving groups on compounds and employ extra oxidants oxidize C–H bonds. reaction exhibited good functional group tolerance high atom economy. Moreover, further expanded synthesize pyrroloindolines furanoindolines.

A palladium-catalyzed remote 1,n-arylamination (from 1,3- to 1,11-arylamination) of unactivated terminal alkenes with aryl iodides and arylamines has been realized. This three-component reaction proceeded via Pd-catalyzed Heck arylation, alkene isomerization, aza-Michael addition, exhibiting good regio- chemoselectivity, wide substrate scope. Preliminary mechanistic studies indicated that the in situ generated ortho/para-quinone methide intermediates served as driving force for isomerization...

An unprecedented acid- and ligand-controlled divergent allylation of indoles with unactivated skipped enynes via Pd hydride catalysis has been disclosed. This redox-neutral transformation went through multiple hydropalladation insertion, β-hydrogen elimination, π–σ–π isomerization, allylic substitution steps. method not only provides a platform for synthesizing indolenines N-allylindoles but also allows facile access to functional 1,3-dienes high atom step economy.

A Pd(<sc>ii</sc>)-catalyzed oxidative dearomatization of indoles provides a straightforward access to diverse fused indolines and indolones bearing C2-oxygenated quaternary stereocenters.

Heterocyclic derivatives 4-(nitromethyl)isoquinoline-1,3(2H,4H)-diones were synthesized via a tandem nitration/cyclization reaction of N-alkyl-N-methacryloyl benzamides under metal-free conditions. The cheap and available reagent nitrogen dioxide was used as the nitro source, well oxidant. For substrates with various substituent groups, proceeded smoothly to give corresponding isoquinolinedione in moderate good yields. products could be converted into aminomethyl or hydroxyl substituted...

A dearomative coupling of β-naphthols with alkynes via Pd hydride catalysis has been developed. This redox-neutral strategy provides a straightforward platform to access diverse naphthalenones bearing congested quarternary stereocenters excellent atom and step economy since no leaving groups are needed preinstall on the allylic reagents. The overall utility this protocol is exemplified by broad functional group compatibility gram-scale capacity.

Abstract An unprecedented indium‐mediated palladium‐catalyzed allylic alkylation of isatins with alkynes is disclosed. This reaction provides a new, practical, and straightforward route to access 3‐allyl‐3‐hydroxy‐2‐oxindoles in good yields broad substrate scope scalability, exhibiting high atom step economy. A primary mechanistic study reveals that indium played two roles the reaction, first as reductant second Lewis acid. Compared previous methods, our strategy eliminated steps for...

Cu(i)-Catalyzed oxidative homo-coupling of thiazoline-4-carboxylates with good functional group tolerance has been developed. The methodology presented an efficient method to directly construct vicinal carbon-hetero quaternary centers existing in numerous molecules and could be applied the synthesis 4,4'-bithiazoles which are difficult prepare by direct C-H activation.

Abstract The scalable metal‐free one‐pot approach delivers the products with up to three consecutive quaternary centers in generally high yields.

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