ChemInform Abstract: Reactions of Benzothiete with Phosphorus Nucleophiles. A Novel Type of Arbuzov Rearrangement.

6533b836fe1ef96bd12a128d

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ChemInform Abstract: Reactions of Benzothiete with Phosphorus Nucleophiles. A Novel Type of Arbuzov Rearrangement.

H.‐l. Eckes Herbert Meier Hans‐peter Niedermann

subject

Nucleophile Chemistry Phosphorus SN2 reaction Ionic bonding chemistry.chemical_element General Medicine Ring (chemistry)Medicinal chemistry Adduct

description

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
1989-07-18	ChemInform

https://doi.org/10.1002/chin.198929195

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