Abstract
The reactions of 4- and 5-methyl-2,2,2-trichlorobenzo[d]-1,3,2-dioxaphospholes with molecular chlorine in an 1:1 ratio occur selectively to give 4-methyl-2,2,2,5-tetrachloro- and 5-methyl-2,2,2,6-tetrachlorobenzo[d]-1,3,2-dioxaphospholes, which undergo hydrolysis to 4-chloro-3-methyl- and 4-chloro-5-methyl-1,2-dihydroxybenzenes, respectively.
References
1.
Biochemistry of Phenolic Compounds, ed. J. B. Harborn, Academic Press, London, New York, 1964, p. 452.
2.
Willstätter R., Müller H.E.
Berichte der deutschen chemischen Gesellschaft,
1911
3.
Horner L., Geyer E.
Chemische Berichte,
1965
4.
Qvist W.
Berichte der deutschen chemischen Gesellschaft (A and B Series),
1927
5.
Beil., 1944, II, 868.
6.
Frejka J., Šefránek B.
Collection of Czechoslovak Chemical Communications,
2014
7.
10.1070/MC2005v015n03ABEH002069_bib7
Vol’eva
Izv. Akad. Nauk SSSR, Ser. Khim.,
1983
8.
10.1070/MC2005v015n03ABEH002069_bib8
Belostotskaya
Izv. Akad. Nauk SSSR, Ser. Khim.,
1977
9.
10.1070/MC2005v015n03ABEH002069_bib9
Ivanova
Izv. Akad. Nauk, Ser. Khim.,
2001
10.
Guillaumet G., Hretani M., Coudert G.
Tetrahedron Letters,
1988
11.
Gloede J.
Zeitschrift für Chemie,
2010
12.
Neilson A.H., Allard A., Hynning P., Remberger M.
Applied and Environmental Microbiology,
1988
13.
Monde K., Satoh H., Nakamura M., Tamura M., Takasugi M.
Journal of Natural Products,
1998
14.
Fuchs K., Schreiner A., Lingens F.
Journal of General Microbiology,
1991