107752-85-2Relevant articles and documents
Diastereoselective Synthesis of Structurally and Stereochemically Diversified 2-Oxa-7-azabicyclo[4.1.0]hept-3-enyl Carboxylates and Their Potential Application toward the Synthesis of Functionalized Pyranooxazolone and Pyrrole Derivatives through Skeletal Transformations
Mukherjee, Prasun,Das, Asish R.
, p. 5513 - 5524 (2016)
An advanced protocol for the diastereoselective intramolecular aziridination reaction has been developed to synthesize 2-oxa-7-azabicyclo[4.1.0]hept-3-en-1-yl carboxylates from their corresponding 4-H-pyrans and spiropyrans analogues employing iodosylbenznene as the exclusive oxidant in the presence of carboxylic acid and triethylamine. High structural and stereochemical diversity of these pyran fused NH-azridine scaffolds makes them useful in evaluating their biological and pharmacological activities by SAR studies. Additionally, their potential synthetic application has been uncovered by efficient transformation into biologically relevant novel pyranooxazolone and pyrrole derivatives.
Practical and efficient synthesis of tetrahydrobenzo[b]pyran using caffeine supported on silica as an ionic liquid solid acid catalyst
Bakherad, Mohammad,Keivanloo, Ali,Moradian, Elmira,Amin, Amir H.,Doosti, Rahele,Armaghan, Mahsa
, p. 2811 - 2819 (2018/10/31)
The new catalyst silica-caffeine hydrogen sulfate [SiO2-caff.]HSO4 was conveniently prepared from commercially available 3-chloropropyltriethoxysilane via immobilization on silica followed by reaction with caffeine. The catalyst prepared was then characterized by the FT-IR spectroscopy, TGA, EDX, and SEM techniques. It was found that this heterogeneous catalyst was a highly efficient one for the synthesis of tetrahydrobenzo[b]pyrans in good-to-high yields, and could be recovered by a simple filtration of the reaction solution and reused for five consecutive runs. The attractive features of this method are simple procedure, clean reaction, easy work-up, use of a reusable catalyst, and performing a multi-component reaction.
Potassium-Exchanged Zirconium Hydrogen Phosphate [α-Zr(KPO4)2]-Catalyzed Synthesis of 2-Amino-4 H -pyran Derivatives under Solvent-Free Conditions
Rosati, Ornelio,Pelosi, Azzurra,Temperini, Andrea,Pace, Vittorio,Curini, Massimo
, p. 1533 - 1540 (2016/06/06)
A high-yielding, one-pot, three-component synthesis of functionalized 2-amino-4H-pyrans from β-dicarbonyl compounds, activated cyanomethylene compounds, and aldehydes, mediated by potassium-exchanged zirconium hydrogen phosphate [α-Zr(KPO4)2], is reported. The protocol shows excellent versatility, as it can be applied to aromatic, aliphatic, or α,β-unsaturated aldehydes under solvent-free conditions.
Synthesis of novel 2-aryloxy-3-(4-chlorophenyl)-8-substituted-5-aryl-8,9-dihydro-3H-chromeno[2,3-d]pyrimidine-4,6(5H,7H)-dione derivatives
Wang, Zhong-Xia,Chen, Li-Zhuang,Wang, Fang-Ming,Li, Bei,Han, Guang-Fan
, p. 744 - 750 (2015/05/13)
Twenty-one novel 2-aryloxy-3-(4-chlorophenyl)-8-substituted-5-aryl-8,9-dihydro-3H-chromeno[2,3-d]pyrimidine-4,6(5H,7H)-diones 5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j, 5k, 5l, 5m, 5n, 5o, 5p, 5q, 5r, 5s, 5t, 5u were designed and easily synthesized via a tan
Ethylenediammonium diformate (EDDF) in PEG600: An efficient ambiphilic novel catalytic system for the one-pot synthesis of 4H-pyrans via Knoevenagel condensation
Thakur, Anuj,Tripathi, Mohit,Rajesh, U. Chinna,Rawat, Diwan S.
, p. 18142 - 18148 (2013/10/01)
A novel ethylenediammonium diformate-polyethylene glycol (EDDF-PEG 600) system was developed as a catalyst for the Knoevenagel condensation and Knoevenagel initiated three-component one-pot synthesis of 4H-pyrans at room temperature with high yields and in short reaction times. Further, the EDDF-PEG600 catalytic system was recycled six times without any appreciable loss in its activity and hence can be termed as a green, environmentally benign catalytic system. A plausible mechanism depicting the ambiphilic nature of EDDF (catalyst) and PEG (promoting medium) acting in synergy has been proposed. The Royal Society of Chemistry.
Efficient asymmetric synthesis of 4H-chromene derivatives through a tandem michael addition-cyclization reaction catalyzed by a salen-cobalt(II) complex
Dong, Zhenhua,Liu, Xiaohua,Feng, Juhua,Wang, Min,Lin, Lili,Feng, Xiaoming
, p. 137 - 142 (2011/03/18)
The asymmetric synthesis of 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromene derivatives was achieved through a tandem Michael addition-cyclization reaction of easily available cyclohexane-1,3-dione and ethyl 2-cyano-3-phenylacrylates. Moderate to good yields (up to 81%) and high enantioselectivities (up to 89%ee) were obtained with a chiral salen-cobalt(II) complex. This process was air tolerant and easily performed, which provides an efficient method for the synthesis of chiral 4H-chromene derivatives. The asymmetric synthesis of 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromene derivatives was achieved through a tandem Michael addition-cyclization reaction of easily available cyclohexane-1,3-dione and ethyl 2-cyano-3-phenylacrylates catalyzed by a chiral salen-cobalt(II) complex with moderate to good yields (up to 81%) and high enantioselectivities (up to 89%ee).
SUBSTITUTED HETEROCYCLIC COMPOUNDS
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Page/Page column 31, (2009/01/23)
The present invention relates to novel heterocyclic compounds and to their use in the treatment of various disease states, including cardiovascular diseases and diabetes. In particular embodiments, the structure of the compounds is given by Formula (I): wherein Q1, Q2, R2, R3, R4, R5, and R6 are as described herein. The invention also relates to methods for the preparation of the compounds, and to pharmaceutical compositions containing such compounds.
A synthetic entry into fused pyran derivatives through carbon transfer reactions of 1,3-oxazinanes and oxazolidines with carbon nucleophiles
Singh, Kamaljit,Singh, Jasbir,Singh, Harjit
, p. 14273 - 14280 (2007/10/03)
Acid catalysed condensations of various 2 substituted 1,3-oxazinanes 3 and 1,3-oxazolidines 4 with cyclic carbon nucleophiles viz. 5,5-dimethyl-1,3-cyclohexanedione and 1,3-cyclohexanedione furnish xanthene derivatives, whereas a Knoevenagel reaction proceeds with acyclic nucleophiles. In case of 4b and 4c, a unique synthesis of functionalised α-tetralones has emerged. Reactions of mixtures of cyclic and acyclic carbon nucleophiles with 3 provide some functionalised and partially reduced benzopyran derivatives.
CYCLIZATION OF NITRILES. XX. SYNTHESIS OF CONDENSED 2-AMINO-4H-PYRANS AND THE MOLECULAR STRUCTURE OF 2-AMINO-7,7-DIMETHYL-4-(3-FLUOROPHENYL)-5-OXO-3-ETHOXYCARBONYL-5,6,7,8-TETRAHYDRO-4H-BENZOPYRAN
Sharanina, L. G.,Nesterov, V. N.,Klokol, G. V.,Rodinovskaya, L. A.,Shklover, V. E.,et al.
, p. 1185 - 1191 (2007/10/02)
2-Amino-5,6,7,8-tetrahydro-4H-benzopyrans were obtained by the reaction of 1,3-cyclohexanedione and its substituted derivatives with the arylidene derivatives of malononitrile and ethyl cyanoacetate.The crystal structure of 2-amino-7,7-dimethyl-4-(3-fl
