Iodination of activated arenes using silfen: An improved protocol

Tetrahedron Letters

Volumn 43, Issue 51, 2002, Pages 9457-9459

  Tilve, Rutuja D ^a   Alexander, Varughese M ^a   Khadilkar, Bhushan M ^a  

^a UNIVERSITY OF MUMBAI   (India)

Author keywords

[No Author keywords available]

Indexed keywords

DICHLOROMETHANE; OXIDIZING AGENT; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; SILFEN; UNCLASSIFIED DRUG;

AROMATIZATION; ARTICLE; CHEMICAL REACTION KINETICS; IODINATION; REACTION TIME; STEREOCHEMISTRY; STEREOSPECIFICITY; TEMPERATURE;

EID: 0037121558     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02262-1     Document Type: Article

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23. -1) in an agate mortar. A pale yellow free flowing mixture was obtained, which was used without any further activation.
24. 2O) was added. The reaction was then stirred for the specified time, at 20°C. On completion (monitored by TLC and GC) the reaction mixture was filtered and the organic solution successively washed with aqueous sodium thiosulphate solution. The combined organic extracts were dried using anhydrous sodium sulphate and evaporated under reduced pressure. The residue thus obtained was purified by column chromatography (silica gel) to furnish the pure iodo products. The products are characterised by their physical constants, IR, NMR and GC-MS.
25. -1. The column used was SE-30 (length 2 metres).
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27. In an unoptimised reaction, benzene (20 ml) and benzyl chloride (10 mmol) were stirred at 80°C in the presence of spent reagent (1 g) for 30 min, to obtain 50% of monoarylated product. Further studies are ongoing.