Tetrahedron p. 3127 - 3137 (1974)
Update date:2022-08-05
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Mathey
tBuLi with 1-phenyl 3,4-dimethyl phosphole sulfide 1 in THF, gives a mesomeric anion 4. With aldehydes and ketones, this anion leads to methyl-substituted phospholes (6 and 9), 2-substituted phospholes (8) or 2-substituted 3-methylene phosphol 4-enes (5 and 7). With CO2 and CH3COOEt a 2-phosphole carboxylic acid 11 and a 2-acetyl phosphole 10 are obtained, respectively. The spectra of the 2-substituted phospholes are studied in some detail. Some of their chemical properties (dimerization, dissociation and tert-butylation) are also described.
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Doi:10.1016/S0022-1139(00)81714-5
(1975)Doi:10.1007/BF00772992
(1993)Doi:10.1002/jhet.5570110619
(1974)Doi:10.1021/jo00904a010
(1975)Doi:10.1002/hlca.19750580312
(1975)Doi:10.1016/S0040-4039(00)98894-4
(1985)