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On the Intermediate Occurrence of 1,2-Cyclohexadiene

✍ Scribed by Prof. G. Wittig; Dr. P. Fritze

Publisher
John Wiley and Sons
Year
1966
Tongue
English
Weight
132 KB
Volume
5
Category
Article
ISSN
0044-8249

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✦ Synopsis

1,3-Diphenylbenzo[c]furan ( I ) has proved of particular

value for the detection of lower-membered cycloalkynes [I]. In order to ascertain that it is cyclohexyne which is trapped, in accordance with equation (a), and not perhaps 1,2-cyclohexadiene, we have generated the cyclic allene by an independent route and allowed it to react with ( I ) . Sublimed potassium t-butoxide was treated with l-bromocyclohexene in dimethyl sulfoxide in the presence of ( I ) for several hours at 40OC. Chromatography on A1203 then gave, among other products, two compounds, ( 3 4 (m.p. 137-138 "C) and (3b) (m.p. 195-196 "C), in a total yield of 37 %; these are isomers of compound (2) (m.p. 170-171 "C)

📜 SIMILAR VOLUMES

1,2,3-Cyclohexantrion/2,6-Dihydroxy-2,5-
1,2,3-Cyclohexantrion/2,6-Dihydroxy-2,5-cyclohexadien-1-on Isomerisierung: Eine einfache Synthese für 2,6-dioxysubstituierte 2,5-Cyclohexadien-1-one
✍ Schank, Kurt ;Blattner, Rudolf ;Bouillon, Günter 📂 Article 📅 1981 🏛 Wiley (John Wiley & Sons) 🌐 English ⚖ 348 KB 👁 1 views

## Abstract Die bislang unbekannten 1,2,3‐Cyclohexantrione **5** können in Form ihrer Chlorhydrine **2** oder deren Ester **4** leicht in die entsprechenden 2,6‐Dihydroxy‐2,5‐cyclohexadien‐1‐one **6** oder deren Ester **8** umgelagert werden.