Transition-Metal-Catalyzed Addition of Heteroatom−Hydrogen Bonds to Alkynes

Alonso, Francisco; Beletskaya, I. P.; Yus, Miguel

doi:10.1021/cr0201068

Cited by 1,525 publications

(529 citation statements)

References 524 publications

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“…20 A recent trend in the synthesis of polysubstituted furans is related to the development of atom-economic methods for the design of the furan ring via intramolecular cyclization of acyclic alkynyl ketones or alcohols induced by strong bases [21][22][23] or transition metal-based catalysts. [24][25][26][27] These rational methods that give furan heterocycles under mild conditions provide a good alternative to numerous classical methods for furan synthesis, in particular known cyclocondensations of carbonyl compounds (Paal-Knorr or Feist-Benary syntheses).…”

Section: Introductionmentioning

confidence: 99%

Effective synthesis of novel furan-fused pentacyclic triterpenoids via anionic 5-exo dig cyclization of 2-alkynyl-3-oxotriterpene acids

Gubaidullin¹,

Yarmukhametova²,

Nedopekina³

et al. 2017

Arkivoc

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An efficient synthetic route to biologically interesting furan-fused pentacyclic triterpenoids with a furan moiety 2,3-annelated to the terpenoid skeleton has been developed. New heterocyclic triterpenoids have been obtained in moderate to good yields by base-promoted 5-exo-dig cyclization of the pent-4-yn-1-one moiety in ring А of the 2-alkynyl-3-oxotriterpene acids of lupane, ursane and oleane type.

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Section: Introductionmentioning

confidence: 99%

Effective synthesis of novel furan-fused pentacyclic triterpenoids via anionic 5-exo dig cyclization of 2-alkynyl-3-oxotriterpene acids

Gubaidullin¹,

Yarmukhametova²,

Nedopekina³

et al. 2017

Arkivoc

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“…Due to high electron density at position 3, indole undergoes electrophilic substitutions at position 2 and 3, respectively. A variety of synthetic methods for the indole ring system have been developed for the past hundred years [12][13][14][15] . The palladium-catalyzed annulation of 2-haloanilines with alkynes, in particular, is of great importance due to the easy availability of substrates 16 .…”

Section: Introductionmentioning

confidence: 99%

A Novel Synthesis of [4-(3-Methyl-1H-Indol-2-Yl)Phenyl]Phenylmethanone

Suhana¹,

Rȧjeswari²

2017

Orient. J. Chem

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We have developed a simple route for the synthesis of [4-(3-methyl-1H-indol-2-yl)phenyl](phenyl)methanone from easily available starting materials. The (4-propylphenyl) phenylmethanone was prepared by Friedel Craft's benzoylation of n-propyl benzene with benzoyl chloride in dichloromethane using aluminium chloride as the Lewis acid catalyst. Side chain bromination with N-bromo succinimide in tetra chloro methane furnished the bromo derivative which on oxidation with bis-tetra butyl ammonium dichromate gave 1, 4-diacyl benzene. The target molecule was obtained through Fischer indole cyclisation of the diacyl benzene namely 1-(4-benzoylphenyl)propan-1-one via the formation of the hydrazone, followed by cyclization in presence of boron trifluoride ethyl etherate in acetic acid. The structure of the target molecule was elucidated by IR, H 1 , C 13 NMR, Mass spectroscopy and elemental analysis. This method proves to be an efficient route for the synthesis of [4-(3-methyl-1H-indol-2-yl)phenyl](phenyl)methanone in high yields, thereby facilitating the generation of potential biologically active compounds.

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“…[1][2][3][4][5][6][7][8][9][10][11][12][13] Using the isocyanide carbon atom for synthesis of many cyclic systems in a formal…”

Section: Introductionmentioning

confidence: 99%

Synthesis of 3-hydroxy-2H-iminolactones and 3-hydroxy-2H-pyrrol-2-ones from reaction between isocyanides and methyl-2-acetylacetoacetate

Hazeri¹,

Maghsoodlou²,

Habibi‐Khorassani³

et al. 2008

Arkivoc

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Transition-Metal-Catalyzed Addition of Heteroatom−Hydrogen Bonds to Alkynes

Cited by 1,525 publications

References 524 publications

Effective synthesis of novel furan-fused pentacyclic triterpenoids via anionic 5-exo dig cyclization of 2-alkynyl-3-oxotriterpene acids

Effective synthesis of novel furan-fused pentacyclic triterpenoids via anionic 5-exo dig cyclization of 2-alkynyl-3-oxotriterpene acids

A Novel Synthesis of [4-(3-Methyl-1H-Indol-2-Yl)Phenyl]Phenylmethanone

Synthesis of 3-hydroxy-2H-iminolactones and 3-hydroxy-2H-pyrrol-2-ones from reaction between isocyanides and methyl-2-acetylacetoacetate

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