6533b823fe1ef96bd127dfab
RESEARCH PRODUCT
Reactions of benzothiete with phosphorus nucleophiles - a novel type of arbuzov rearrangement
Herbert MeierH.‐l. EckesHans‐peter Niedermannsubject
NucleophileChemistryPhosphorusOrganic ChemistryDrug DiscoverySN2 reactionIonic bondingOrganic chemistrychemistry.chemical_elementRing (chemistry)BiochemistryMedicinal chemistryAdductdescription
The reaction of trialkylphosphites or related P-nucleophiles with benzothiete (1) leads to zwitter ionic species, which show an Arbuzov - like rearrangement to the products 4 and 7, respectively. New heterocyclic ring systems are generated in the case of cyclic esters. The normal SN2 reaction leads to the 1:2 adducts 9, whereas in an SN1 process the 1:1 adduct 13 is formed.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1989-01-01 | Tetrahedron Letters |