85. Cinnolines. Part XXV. Experiments with 3-halogeno-4-hydroxycinnolines. Some halogen exchange reactions

Schofield, K.; Swain, Trilochan

doi:10.1039/jr9500000384

Cited by 14 publications

(4 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In this process, the β-enamino ester 105 underwent an intramolecular cyclocondensation by irradiation using a domestic microwave oven for 2−4 min and the products 106 were obtained in 74−96% yields (Scheme ). Considering the similarity of this reaction with that described by Dave and Joshipura, comparison of the reaction performed using molecular solvents was analogous, where the molecular solvents such as paraffin or diphenyl oxide required a time of 0.25−1 h and furnished the products in 55−91% yields. , …”

Section: Six-membered Heterocycles With One Heteroatommentioning

confidence: 62%

“…Considering the similarity of this reaction with that described by Dave and Joshipura, 238 comparison of the reaction performed using molecular solvents was analogous, where the molecular solvents such as paraffin or diphenyl oxide required a time of 0.25-1 h and furnished the products in 55-91% yields. 237,240 Lange et al 241 described the synthesis of 4-hydroxyquinolin-2-ones 109 using anilines 107 and malonic ester 108 as starting material, under solvent-free conditions (Scheme 37). The synthetic procedure involved the irradiation of the mixture using microwave equipment for synthesis for 15 min to give the products 109 in 8-94% yields.…”

Section: Quinolinonesmentioning

confidence: 99%

See 1 more Smart Citation

Solvent-Free Heterocyclic Synthesis

et al. 2009

View full text Add to dashboard Cite

Clarissa P. Frizzo was born in Ivora ´, Rio Grande do Sul state, Brazil, in 1983. She received her undergraduate degree in Pharmacy from the Federal University of Santa Maria in 2005, and in 2007 she obtained her M.Sc. degree from the Federal University of Santa Maria, under the supervision of Professor Marcos A. P. Martins, working with the use of ionic liquids in the synthesis of heterocycles. She started her Ph.D. studies under the supervision of Professor Marcos A. P. Martins, and currently she is focusing on her Sandwich Ph.D. in the Universidade Nacional de Educacio ´n a Distancia in Spain, under the guidance of Professor Rosa M. Claramunt Vallespı ´, where she is studying the supramolecular structure of heterocycles. Dayse das Neves Moreira was born in Canguc ¸u, Rio Grande do Sul state, Brazil, in 1984. She received her undergraduate degree in Chemistry from the Federal University of Pelotas, RS, in 2006, and in 2008 she received her M.S. degree, from the Federal University of Santa Maria, RS, Brazil, working under the direction of Professor Marcos A. P. Martins, working with the use of ionic liquids in the synthesis of heterocycles. Currently, she is a Ph.D. student with Professor Marcos A. P. Martins in the Department of Chemistry of the Federal University of Santa Maria. Her major research interest is to develop new methodologies to synthesize heterocyclic compounds. Lilian Buriol was born in Santa Izabel do Oeste, Parana ´(PR) state, Brazil, in 1984. She received her undergraduate degree in Chemistry from the State University of Centro-Oeste (PR). In 2008, she completed her M.S. degree at the same university under the supervision of Professor Yohandra R. Torres, working with oil and ethanol extracts of propolis. After that, she started her Ph.D. studies in the Department of Chemistry of the Federal University of Santa Maria under the supervision of Professor Marcos A. P. Martins. Her research interest is to develop new methodologies to synthesize heterocyclic compounds along the lines of green chemistry.

show abstract

Section: Six-membered Heterocycles With One Heteroatommentioning

confidence: 62%

Section: Quinolinonesmentioning

confidence: 99%

Solvent-Free Heterocyclic Synthesis

et al. 2009

View full text Add to dashboard Cite

show abstract

“…This system has been extended for the use of a limited number of possible acylation positions for metallocenes 47 and 48 [30]. Monosubstitution of an acyl group at the two-position ( [23,24]; to address these limitations, TfOH has been utilized [25]. The rearrangement of trans-3-butadienyl-2-azetidinones 38 resulted in quinoline-4-ones 39 in moderate yields (55%-65%; Table 1, entry 2).…”

Section: Tfoh Catalytic Activity For Various Acyl Donors and Acyl Accmentioning

confidence: 99%

“…The typical Fries rearrangement of N-arylazetidinones 36 can be carried out using TfOH to produce quinolones 37 at excellent yields (Table 1, entry 1). Most protocols for quinoline-4-one synthesis require multistep procedures, a large amount of catalyst, and have low yields [23,24]; to address these limitations, TfOH has been utilized [25]. The rearrangement of trans-3-butadienyl-2-azetidinones 38 resulted in quinoline-4-ones 39 in moderate yields (55%-65%; Table 1, entry 2).…”

Section: Tfoh Catalytic Activity For Various Acyl Donors and Acyl Accmentioning

confidence: 99%

Trifluoromethanesulfonic Acid as Acylation Catalyst: Special Feature for C- and/or O-Acylation Reactions

et al. 2017

View full text Add to dashboard Cite

Trifluoromethanesulfonic acid (TfOH) is one of the superior catalysts for acylation. The catalytic activity of TfOH in C-and/or O-acylation has broadened the use of various substrates under mild and neat or forced conditions. In this review, the salient catalytic features of TfOH are summarized, and the unique controllability of its catalytic activity in the tendency of C-acylation and/or O-acylation is discussed.

show abstract

4‐Hydroxycinnolines

1953

Chemistry of Heterocyclic Compounds: A Series of Monographs

View full text Add to dashboard Cite

85. Cinnolines. Part XXV. Experiments with 3-halogeno-4-hydroxycinnolines. Some halogen exchange reactions

Cited by 14 publications

References 0 publications

Solvent-Free Heterocyclic Synthesis

Solvent-Free Heterocyclic Synthesis

Trifluoromethanesulfonic Acid as Acylation Catalyst: Special Feature for C- and/or O-Acylation Reactions

4‐Hydroxycinnolines

Contact Info

Product

Resources

About