A convenient one-pot synthesis of N-aryl-3-pyrrolines

Jayaprakash, Karamil; Venkatachalam, C. S.; Balasubramanian, K. K.

doi:10.1016/s0040-4039(99)01334-9

Cited by 31 publications

(13 citation statements)

References 22 publications

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“…Alternatively, cyclizations of allenyl alcohols or allenylamines can also be achieved by transition metal catalysis . In particular, copper, silver, palladium, and gold salts/complexes were employed as catalysts, often furnishing the corresponding heterocycles under mild conditions. Since our investigation was performed in the pre‐gold catalysis age,[6a] we used silver nitrate (0.2 equiv.)…”

Section: Resultsmentioning

confidence: 99%

Addition of Metalated 3‐Alkyl‐Substituted Alkoxyallenes to Imines: Preparation of Tetrasubstituted 2,5‐Dihydropyrroles, Pyrrolidin‐3‐ones, and Pyrroles

Hausherr

Reißig

2018

Eur J Org Chem

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The study of four different salts of a hybrid glycinepolyoxotungstate has revealed photocoloration that is dependent on the intramolecular hydrogen bonding between glycine ligand ammonium groups and the polyoxotungstate. Four compounds comprised of the hybrid polyoxometalate [As 4 {W 3 Y}W 44 Y 4 O 159 (Gly) 8 (H 2 O) 12 ] 9-(Gly = glycine) with glycinium, benzylammonium, 4-methylbenzylammonium, or benzyltriethylammonium countercations have been synthesized and structurally characterized. In the solid state, two of the com- [a]

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Section: Resultsmentioning

confidence: 99%

Addition of Metalated 3‐Alkyl‐Substituted Alkoxyallenes to Imines: Preparation of Tetrasubstituted 2,5‐Dihydropyrroles, Pyrrolidin‐3‐ones, and Pyrroles

Hausherr

Reißig

2018

Eur J Org Chem

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“…This homologation reaction is commonly used to access a wide variety of functionalized monosubstituted allenes, 22,37,[148][149][150][151][152][153][154][155][156][157][158][159] such as allene-substituted alcohols, 153,[160][161][162][163][164][165][166][167][168][169][170][171] amides, 120,172 carbamates, 92,173,174 and lactams. 175,176 Crews and co-workers, 177 R = H , a l k y l , P h R 1 = H , a l k y l R 2 = a l k y l , a l k e n y l -7…”

Section: Scheme 53mentioning

confidence: 99%

Synthesizing Allenes Today (1982-2006)

Brummond¹,

DeForrest²

2007

Synthesis

338

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Allenes have allowed chemists to access a variety of structurally interesting and biologically active products. The emergence of these unique compounds in organic synthesis is a direct result of the discovery and development of efficient protocols for their preparation. Moreover, efficient syntheses of the allenyl functionality are important to the synthetic community and will be reported and discussed in this review.

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“… 4 Asymmetric propargylamines are important precursors for the synthesis of many drug molecules. 5 Annulation, cyclization and cascade transformation of various derivatives of propargylamine lead to the formation of miscellaneous heterocyclic compounds, 6 such as pyrroles, 7 pyrrolines, 8 pyrrolidine, 9 pyrazines, 10 pyrazoles, 11 thiazoles, 12 thiazolidines, 13 isoxazoles, 14 oxazolidines, 15 pyridines, 16 dihydropyridines, 17 etc.…”

Section: General Introductionmentioning

confidence: 99%