Facile access to [1,2]-oxazine derivatives via annulations of aminoxy-tethered 1,7-enynes

Highly diastereoselective construction of functionalized cyclopenta[d][1,2]oxazines is achieved from 1-aryl propargyl alcohols via sequential oxyamination/annulation reactions.

An Efficient Synthesis of 1,2-Oxazine Derivatives via the Reaction of Acetylenic Esters and 1,2-Diketone Monoxime Derivatives in the Presence of Ph3P

Letters in Organic Chemistry ◽

10.2174/1570178613666160624114703 ◽

2016 ◽

Vol 13 (6) ◽

pp. 437-440

Author(s):

Mitra Saghafi ◽

Razieh Mohebat

Keyword(s):

Efficient Synthesis ◽

Acetylenic Esters ◽

A Review on Current Synthetic Strategies of Oxazines

Mini-Reviews in Organic Chemistry ◽

10.2174/1570193x15666180531092843 ◽

2018 ◽

Vol 16 (1) ◽

pp. 43-58 ◽

Cited By ~ 6

Author(s):

Santosh L. Gaonkar ◽

Vignesh U. Nagaraj ◽

Swarnagowri Nayak

Keyword(s):

Biological Properties ◽

The Past ◽

Bifunctional Compounds ◽

Synthetic Approaches ◽

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.

Visible-light-induced remote C(sp3)-H sulfonylvinylation: assembly of cyanoalkylated vinyl sulfones

Organic Chemistry Frontiers ◽

10.1039/d1qo00732g ◽

2021 ◽

Author(s):

Ping Bao ◽

Feiyan Yu ◽

Fu-Sheng He ◽

Zhimei Tang ◽

Wei-Ping Deng ◽

...

Keyword(s):

Visible Light ◽

Rapid Access ◽

Three Component Reaction ◽

A photoinduced sulfonylvinylation of unactivated C(sp3)-H bond through a three-component reaction of propargyl alcohols, potassium metabisulfite and cycloketone oxime esters is developed. This approach enables rapid access to cyanoalkylated vinyl...

Rhodium-catalyzed oxidative coupling of benzoic acids with propargyl alcohols: An efficient access to isocoumarins

Tetrahedron Letters ◽

10.1016/j.tetlet.2020.152724 ◽

2020 ◽

pp. 152724

Author(s):

Feihua Luo ◽

Shuhua He ◽

Quan Gou ◽

Jinyang Chen ◽

mingzhong Zhang

Keyword(s):

Oxidative Coupling ◽

Benzoic Acids ◽

Efficient Access ◽

Ru(II)-catalyzed Allenylation and Sequential Annulation of N-Tosylbenzamides with Propargyl Alcohols

Chemical Communications ◽

10.1039/d1cc01768c ◽

2021 ◽

Author(s):

Chandra MR Volla ◽

Shreemoyee Kumar ◽

Akshay Murali Nair

Keyword(s):

We hereby report a Ru(II)-catalyzed C(sp2)-H allenylation of N-tosylbenzamides to access multi-substituted allenylamides. Furthermore, the allenylamides were converted to the corresponding isoquinolone derivatives via base mediated annulation. The current protocol...

ChemInform Abstract: Synthesis of Novel 6H-1,3-Oxazine Derivatives with Perfluoroalkyl Substituents.

Chemischer Informationsdienst ◽

10.1002/chin.198634241 ◽

1986 ◽

Vol 17 (34) ◽

Author(s):

I. IKEDA ◽

M. UMINO ◽

M. OKAHARA

Keyword(s):

ChemInform Abstract: Enantioselective Synthesis of Propargyl Alcohols as Multifunctional Synthons

ChemInform ◽

10.1002/chin.200848265 ◽

2008 ◽

Vol 39 (48) ◽

Author(s):

J. S. Yadav ◽

S. Chandrasekhar

Keyword(s):

Enantioselective Synthesis ◽

Central–axial–central chirality transfer: asymmetric synthesis of highly substituted indenes bearing a stereogenic quaternary carbon center from optically active propargyl alcohols

Chemical Communications ◽

10.1039/c4cc08034c ◽

2015 ◽

Vol 51 (2) ◽

pp. 380-383 ◽

Cited By ~ 27

Author(s):

Masahiro Egi ◽

Kaori Shimizu ◽

Marin Kamiya ◽

Yuya Ota ◽

Shuji Akai

Keyword(s):

Asymmetric Synthesis ◽

Optically Active ◽

Quaternary Carbon ◽

Chirality Transfer ◽

An asymmetric synthesis of highly substituted indenes has been developed via the central–axial–central chirality transfer from optically active propargyl alcohols.

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

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19851971 ◽

1985 ◽

Vol 50 (9) ◽

pp. 1971-1981 ◽

Cited By ~ 4

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 ◽

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).