Reactions of arylvinylidenecyclopropanes with bromine and iodine

Synlett

Volumn , Issue 12, 2006, Pages 1943-1947

  Shi, Min ^a   Ma, Ming ^a   Zhu, Zhi Bin ^a   Wei, Li ^b  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

^b SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

Addition reaction; Arylvinylidenecyclopropanes; Bromine; Iodinated naphthalene derivatives; Iodine

Indexed keywords

BROMINE; CYCLOPROPANE DERIVATIVE; IODINE; NAPHTHALENE DERIVATIVE; UNCLASSIFIED DRUG; VINYLIDENECYCLOPROPANE DERIVATIVE;

ADDITION REACTION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; IODINATION; LOW TEMPERATURE;

EID: 33747074366     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-947337     Document Type: Article

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68. General Reaction Procedure. A solution of iodine (88 mg, 0.3 mmol) in DCE (5.0 mL) was added dropwise into a solution of diphenylvinylidenecyclopropane (1a, 76 mg, 0.3 mmol) in DCE (2.0 mL). The reaction mixture was stirred for 6 h at -40 °C (monitored by TLC). After the starting materials 1a were consumed. The solvent in filtration was removed under reduced pressure and the residue was subjected to a flash column chromatography to give the desired product 3a (133 mg, 81%) as a yellow solid.