Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Preparation of 2,9-Dimethyl-6H,13H-dibenzo[d,i][1,6]dithiecin-7,14dlone by Sodium Azide-Promoted Cyclodimeri-zation of o-Acylthiophenacyl Chloride

  • Published : 20000800
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Abstract

The reaction of o-acylthiophenacyl chloride 5a with onc equivalent ofsodium azide in aqueous acetone at-10~ $-5^{\circ}C$ gave 2,9-dimethyl-6H,I3H-dibenzo[d,i][1,6]dithiecin-7,14-dione 7(10%),acyclic dimer 8(64%),and tri-mer 9 (8%). Dimer 8 and trimer 9 we re converted readily to 7 under the similar conditions at room temperature in yields of 72% and 53%,respectivel. Also, one pot synthesis of 7 (64%, 45%) from the reaction of 5a or 5b with two equivalents of sodium azide at room temperature was very successful.

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References

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