Synthesis of new pyrido[2,3-d]pyrimidin-5-one, pyrido[2,3-d]pyrimidin-7-one, and pyrimidino[4,5-d][1,3]oxazine derivatives from 5-acetyl-4-aminopyrimidines

2021 ◽  
Vol 57 (7-8) ◽  
pp. 787-798
Author(s):  
Alexander V. Komkov ◽  
Mikhail A. Kozlov ◽  
Andrey S. Dmitrenok ◽  
Nataliya G. Kolotyrkina ◽  
Mikhail E. Minyaev ◽  
...  
Keyword(s):  
Oxazine Derivatives

A Review on Current Synthetic Strategies of Oxazines

2018 ◽  
Vol 16 (1) ◽  
pp. 43-58 ◽  
Author(s):  
Santosh L. Gaonkar ◽  
Vignesh U. Nagaraj ◽  
Swarnagowri Nayak
Keyword(s):  
Biological Properties ◽  
The Past ◽  
Bifunctional Compounds ◽  
Synthetic Approaches ◽  
Oxazine Derivatives

In the past three decades, the heterocyclic oxazine cores have been intensely concerned. Oxazine derivatives are promising vital heterocyclic motifs. They are eminent for their synthetic potential and extensive biological properties. Oxazines are versatile intermediates for the synthesis of a variety of heterocycles and bifunctional compounds. Researchers have reported several synthetic approaches for the preparation of oxazines. This review emphasises the recent approaches for the synthesis of oxazine derivatives.

Solvent and substituent effects on rearrangement of 4-(4-X-phenyl)-2,7-dioxa-3-azabicyclo[3,3,0]oct-3-enes

1985 ◽  
Vol 50 (9) ◽  
pp. 1971-1981 ◽  
Author(s):  
Lubor Fišera ◽  
Marta Konopíková ◽  
Ladislav Štibrányi ◽  
Hans-Joachim Timpe
Keyword(s):  
Substituent Effects ◽  
Quantum Yields ◽  
Polar Solvents ◽  
Aromatic Residue ◽  
Product Ratio ◽  
Oxazoline Derivatives ◽  
Oxazine Derivatives

Preparation of the title compounds V is described. They give, on irradiation, the 2,3-dihydro-6H-1,3-oxazine derivatives VI as the main products besides the tetrahydrofuro[3,4-d]oxazoline derivatives VII. The VI to VII product ratio depends on the substituent bound to the aromatic residue. Polar solvents favour formation of the VI derivatives in the order Cl >H > CH3. In non-polar solvents the proportion of VII is increased. The quantum yields of the photoreaction vary within the limits from 0.006 to 0.04 (H >F > Cl > CH3 > OCH3).

Reaction of cyclic imidates with α,β-unsaturated esters: Synthesis of new pyrrolo[2,1-b]-1,3-oxazine and pyrido[2,1-b]-1,3-oxazine derivatives

2011 ◽  
Vol 48 (3) ◽  
pp. 577-581 ◽  
Author(s):  
Shogo Ihara ◽  
Takashi Soma ◽  
Daigo Yano ◽  
Shunichi Aikawa ◽  
Yasuhiko Yoshida
Keyword(s):  
Unsaturated Esters ◽  
Oxazine Derivatives

Ultrasound-assisted one-pot synthesis of 1,3-oxazine derivatives catalysed by BF3–SiO2 under neat conditions

2012 ◽  
Vol 36 (7) ◽  
pp. 398-401 ◽  
Author(s):  
Mudumala Veeranarayana Reddy ◽  
Kwon Taek Lim ◽  
Jong Tae Kim ◽  
Yeon Tae Jeong
Keyword(s):  
One Pot ◽  
One Pot Synthesis ◽  
Ultrasound Assisted ◽  
Oxazine Derivatives

ChemInform Abstract: A NEW SYNTHESIS OF BICYCLO(1,3)OXAZINE DERIVATIVES

1981 ◽  
Vol 12 (1) ◽  
Author(s):  
M. OKITA ◽  
T. WAKAMATSU ◽  
M. MORI ◽  
Y. BAN
Keyword(s):  
New Synthesis ◽  
Oxazine Derivatives

scholarly journals Iodination of carbohydrate-derived 1,2-oxazines to enantiopure 5-iodo-3,6-dihydro-2H-1,2-oxazines and subsequent palladium-catalyzed cross-coupling reactions

2016 ◽  
Vol 12 ◽  
pp. 2898-2905 ◽  
Author(s):  
Michal Medvecký ◽  
Igor Linder ◽  
Luise Schefzig ◽  
Hans-Ulrich Reissig ◽  
Reinhold Zimmer
Keyword(s):  
Click Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
High Efficacy ◽  
Carbon Bond ◽  
Bond Forming ◽  
Cross Coupling Reactions ◽  
Carbon Carbon Bond ◽  
Palladium Catalyzed ◽  
Oxazine Derivatives

Iodination of carbohydrate-derived 3,6-dihydro-2H-1,2-oxazines of type 3 using iodine and pyridine in DMF furnished 5-iodo-substituted 1,2-oxazine derivatives 4 with high efficacy. The alkenyl iodide moiety of 1,2-oxazine derivatives syn-4 and anti-4 was subsequently exploited for the introduction of new functionalities at the C-5 position by applying palladium-catalyzed carbon–carbon bond-forming reactions such as Sonogashira, Heck, or Suzuki coupling reactions as well as a cyanation reaction. These cross-coupling reactions led to a series of 5-alkynyl-, 5-alkenyl-, 5-aryl- and 5-cyano-substituted 1,2-oxazine derivatives being of considerable interest for further synthetic elaborations. This was exemplarily demonstrated by the hydrogenation of syn-21 and anti-24 and by a click reaction of a 5-alkynyl-substituted precursor.

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