DOI: 10.1016/s0040-4039(00)01397-6. Surface-mediated highly efficient regioselective nitration of aromatic compounds by bismuth nitrate

Surface-mediated highly efficient regioselective nitration of aromatic compounds by bismuth nitrate

10.1016/s0040-4039(00)01397-6

Crossref journal-article

Elsevier BV

Tetrahedron Letters (78)

Bibliography

Samajdar, S., Becker, F. F., & Banik, B. K. (2000). Surface-mediated highly efficient regioselective nitration of aromatic compounds by bismuth nitrate. Tetrahedron Letters, 41(42), 8017â8020.

Authors 3

Susanta Samajdar (first)
Frederick F Becker (additional)
Bimal K Banik (additional)

References 15 Referenced 126

10.1016/S0960-894X(98)00520-4 / Bioorg. Med. Chem. by Becker (1998)
For some examples of aromatic nitration with mixed acids see: (a) Olah, G. A.; Malhotra, R.; Narang, S. C. In Nitration Methods and Mechanisms; VCH: New York, 1989.
(b) Schofield, K. In Aromatic Nitration; Cambridge University Press: Cambridge, 1980.
Laszlo et al. extensively studied aromatic nitration under solid phase conditions. For example, see: (a) Cornelis, A.; Delaude, L.; Gertmans, A.; Laszlo, P. Tetrahedron Lett. 1988, 29, 5657. (b) Laszlo, P.; Cornelis, A. Aldrichim. Acta 1988, 21, 97. (c) Laszlo, P.; Vandormael, J. Chem. Lett. 1988, 1843. (d) Laszlo, P.; Cornelis, A.; Gerstmans, A.; Laszlo, P. Chem. Lett. 1988, 1839. (10.1016/S0040-4039(00)80837-0)
For nitration with claycop, see: Gigantee, B.; Prazeres, A. O.; Marcelo-Curto, M. J.; Cornelis, A.; Laszlo, P. J. Org. Chem. 1995, 60, 3445 and references cited therein. (10.1021/jo00116a034)
10.1021/jo00172a062 / J. Org. Chem. by Cornelis (1983)
Cornelis, A.; Laszlo, P. Synthesis 1985, 909. (10.1055/s-1985-31382)
10.1016/0040-4039(95)02174-4 / Tetrahedron Lett. by Riego (1996)
(a) Banik, B. K.; Venkatraman, M. S.; Mukhopadhyay, C.; Becker, F. F. Tetrahedron Lett. 1998, 39, 7243. (b) Banik, B. K.; Ghatak, A.; Venkatraman, M. S.; Becker, F. F. Synth. Commun. 2000, 2701. (c) Banik, B. K. Ghatak, A.; Mukhopadhyay, C.; Becker, F. F. J. Chem. Res. (S) 2000, 108.
For the use of polyaromatic nitro compounds, see: (a) Becker, F. F. B.; Mukhopadhyay, C.; Hackfeld, L.; Banik, I.; Banik, B. K. Bioorg. Med. Chem. 2000, submitted for publication.
Becker, F. F. Curr. Med. Chem. 2000, submitted for publication.
(a) Becker, F. F. B.; Mukhopadhyay, C.; Hackfeld, L.; Banik, I.; Banik, B. K. Bioorg. Med. Chem. 2000, submitted for publication.
(b) Banik, B. K.; Becker, F. F. Curr. Med. Chem. 2000, submitted for publication.
10.1021/ja9940569 / J. Am. Chem. Soc. by Kropp (2000)
A representative procedure is as follows: the compound to be nitrated (1 mmol) and montmorillonite KSF (500 mg, Aldrich) were added to a suspension of bismuth nitrate (1 mmol) in THF (10 mL). The solvent was then evaporated under reduced pressure and dried in a vacuum pump for 5 min. The mixture was then repeatedly washed with dichloromethane (ca. 25 mL) and it was concentrated to afford the crude product. The pure product was isolated after column chromatography by crystallization.

Dates

Type	When
Created	23 years, 1 month ago (July 25, 2002, 6:03 a.m.)
Deposited	4 years, 5 months ago (March 14, 2021, 5:48 a.m.)
Indexed	1 month, 1 week ago (July 24, 2025, 7:15 a.m.)
Issued	24 years, 11 months ago (Oct. 1, 2000)
Published	24 years, 11 months ago (Oct. 1, 2000)
Published Print	24 years, 11 months ago (Oct. 1, 2000)

Funders 1

National Institutes of Health 10.13039/100000002
Region: Americas
gov (National government)
Labels3
1. Institutos Nacionales de la Salud
2. US National Institutes of Health
3. NIH
Awards1
1. 5-P30-CA16672-25

BibTeX

@article{Samajdar_2000, title={Surface-mediated highly efficient regioselective nitration of aromatic compounds by bismuth nitrate}, volume={41}, ISSN={0040-4039}, url={http://dx.doi.org/10.1016/s0040-4039(00)01397-6}, DOI={10.1016/s0040-4039(00)01397-6}, number={42}, journal={Tetrahedron Letters}, publisher={Elsevier BV}, author={Samajdar, Susanta and Becker, Frederick F and Banik, Bimal K}, year={2000}, month=oct, pages={8017–8020} }

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