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Syntheses of cyclopentyl nucleoside (_)-neplanocin a through tetrazole-fragmentation from cyanophosphates

10.1016/j.tet.2018.03.020

2018-03-10

We recently reported a novel synthetic method for five-membered unsaturated cyclic compounds from ketones involving cyanophosphates (CPs) under neutral conditions, in which alkylidene carbenes generated through tetrazole-fragmentation undergo [1,5]-C_H insert...

Cu-catalyzed reduction of azaarenes and itroaromatics with diboronic acid as reductant

10.1016/j.tet.2018.03.014

2018-03-10

A ligand-free copper-catalyzed reduction of azaarenes with diboronic acid as reductant in an aprotic solvent under mild conditions has been developed. Most interestingly, the nitroazaarenes could be reduced exclusively to give the corresponding amines without...

Rhodium-catalyzed reactions of 3-diazoindolin-2-imines with enamines and their extensions towards 5H-pyrazino[2,3-b]indoles

10.1016/j.tet.2018.03.021

2018-03-10

The rhodium-catalyzed reactions of 3-diazoindolin-2-imines with β-enamino esters furnished 2,3-diaminoindoles in excellent yields with wide functional group tolerance. The synthesized 2,3-diaminoindoles could be converted into 5H-pyrazino [2,3-b]indoles via a...

Anionic N-heterocyclic carbenes by decarboxylation of sydnone-4-carboxylates

10.1016/j.tet.2018.03.019

2018-03-09

Unstable N-heterocyclic carbenes can be masked and stabilized as pseudo-cross-conjugated hetarenium-carboxylates which decarboxylate on warming. This study deals with the decarboxylation of carboxylates of mesoionic compounds to generate anionic N-heterocycli...

Palladium-catalyzed redox cascade for direct β-arylation of ketones

10.1016/j.tet.2018.03.017

2018-03-09

Herein we report a full article about the detailed design and development of two palladium-catalyzed redox cascade methods that enable direct β-arylation of ketones. Palladium-catalyzed ketone dehydrogenation, aryl-X bond activation and conjugate addition wer...

Copper-catalyzed efficient synthesis of 5-arylindazolo[3,2-b]quinazolin-7(5H)-ones from 2-nitrobenzaldehydes

10.1016/j.tet.2018.03.018

2018-03-09

A novel and practical copper-catalyzed approach was developed for the preparation of 5-arylindazolo[3,2-b]quinazolin-7(5H)-ones. The 2-amino-N′-arylbenzohydrazideis easily prepared by a reaction of isatoic anhydride with arylhydrazine. Then, through a condens...

1,3-Diaza[3]ferrocenophanes functionalized with a nitronyl nitroxide group

10.1016/j.tet.2018.02.062

2018-03-08

An aza-Wittig reaction of 1,1′-bis(triphenylphosphoranylidenamino)-ferrocene with 4-iodo-, 2,5-difluoro-4-iodo-, pentafluoro-, or 4-methoxycarbonylphenylisocyanates is described here. Intermediate betaines, which are products of a nucleophilic attack of the n...

A dichotomy in the enantioselective oxidation of aryl benzyl sulfides: A combined experimental and computational work

10.1016/j.tet.2018.03.005

2018-03-08

Pentafluorobenzyl pentafluorophenyl sulfide is oxidised with moderate e.e. value and a low yield by the usually highly successful oxidation protocol based upon tert-butyl hydroperoxide (TBHP) in the presence of a titanium/hydrobenzoin complex. This disappoint...

Enantioselective phospha-Michael reaction of diethyl phosphonate with exocyclic α,β-unsaturated benzocyclic ketones catalyzed by a dinuclear zinc−AzePhenol catalyst

10.1016/j.tet.2018.03.016

2018-03-08

The dinuclear zinc complexes as high performance catalysts were used to catalyze phospha-Michael reaction of exocyclic α,β-unsaturated benzocyclic ketones under mild conditions, and the desired products possessing 1-indanones or 1-tetralones skeleton were obt...

A chiral pool approach for asymmetric syntheses of both antipodes of equol and sativan

10.1016/j.tet.2018.03.004

2018-03-08

For the first time, both antipodes of the isoflavans, equol and sativan were synthesized in >98% ee with good overall yields starting from readily available starting materials. The chiral isoflavan, (−)-equol is produced from soy isoflavones, formonentin and ...