Keywords
Abramov reaction
Amberlyst-15
areno[d][1,2]oxaphospholes
Friedel–Crafts reaction
phenols
α-hydroxy phosphonates
Abstract
The highly acidic Amberlyst-15 cationite is shown to be an effective catalyst for the Friedel–Crafts reaction between α-hydroxy phosphonates and phenols, resulting in the novel areno[d]oxaphosphole derivatives. Its advantages over p-toluenesulfonic acid are an increase in the yield of reaction products by 10–20% and the possibility of reusing the catalyst, i.e. reducing the cost of the entire procedure.
References
1.
Gupta P., Paul S.
Catalysis Today,
2014
3.
Pal R., Sarkar T., Khasnobis S.
Arkivoc,
2012
4.
El-Nassan H.B.
Russian Journal of Organic Chemistry,
2021
5.
Gunduz H., Ece H., Atsay A., Kumbaraci V., Talinli N.
Tetrahedron,
2017
6.
Nandy S., Das A.K., Bhar S.
Synthetic Communications,
2020
7.
Valeru A., Luo Z., Penjarla S., Khan I., Liu B., Sngepu B., Xu Y., Xie J.
Journal of Carbohydrate Chemistry,
2018
8.
Ko S., Yao C.
Tetrahedron Letters,
2006
9.
Nozaki E., Gotoh M., Hotta H., Hanazawa S., Kobayashi S., Murakami-Murofushi K.
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids,
2011
10.
Abdou W., Shaddy A.
Letters in Organic Chemistry,
2008
11.
Balam S.K., Soora Harinath J., Krishnammagari S.K., Gajjala R.R., Polireddy K., Baki V.B., Gu W., Valasani K.R., Avula V.K., Vallela S., Zyryanov G.V., Pasupuleti V.R., Cirandur S.R.
ACS Omega,
2021
12.
ref-10.71267-mendc7414-1-12-1-0
D. W. Chasar
1984
13.
Tatarinov D.A., Mikulenkova E.A., Litvinov I., Khayarov K., Mironov V.F.
Organic and Biomolecular Chemistry,
2024
14.
Zaborsky M.A., Tatarinov D.A., Salakhova R.M., Baynazarova E.E., Babaeva O.B., Khayarov K.R., Litvinov I.A., Mironov V.F.
Tetrahedron,
2025
15.
Ivanov B.E., Ageeva A.B., Abul'khanov A.G., Zyablikova T.A.
Russian Chemical Bulletin,
1969
16.
17.
Eom D., Jeong Y., Kim Y.R., Lee E., Choi W., Lee P.H.
Organic Letters,
2013
18.
ref-10.71267-mendc7414-1-18-1-0
P. H. Lee, S. H. Shin, D. J. Kang, D. H. Eom, Y. R. Kim, Y. S. Jeong and W. S. Choi
2015
19.
Berton J.K., Heugebaert T.S., Virieux D., Stevens C.V.
Chemistry - A European Journal,
2017
20.
Thangaraj M., Bhojgude S.S., Mane M.V., Biju A.T.
Chemical Communications,
2016
21.
Swapna K., Murthy S.N., Jyothi M.T., Nageswar Y.V.
Organic and Biomolecular Chemistry,
2011
22.
SABOU R., HOELDERICH W., RAMPRASAD D., WEINAND R.
Journal of Catalysis,
2005
23.
Malshe V.C., Sujatha E.S.
Reactive and Functional Polymers,
1997