Diheteroaromatic dianionic oxy-Cope rearrangement route to the synthesis of novel heterocyclic compounds

作者：Huq C A M A^*; Sivakumar S

来源：Indian Journal of Chemistry - Section B: Organic and Medicinal Chemistry , 2014, 53(6): 723-727.

• 2-Thiophenylmagnesium bromide
• diheteroaromatic dianionic oxy-Cope rearrangement
• tandem reaction
• heterocyclic compounds
• 1,2-diols

This is a first instance where the pi bonds of the two thiophene rings act as a 1,5-hexadiene system necessary for the oxy-Cope rearrangement. This new reaction termed by us as diheteroaromatic dianionic oxy-Cope rearrangement is used for the synthesis, of novel heterocyclic compounds 4,5-dipheny1-3,6-dithia-4,5-dihydro-as-indacene-4,5-diol (2), 25. 26-dioxa-16. 23-dithiaheptacyclo [12. 10. 2. 0(1,14) .0(2,7) .0(8,13) .0(15,19) .0(20,24)] hexacosa-2(7), 3, 5, 8(13), 9, 11, 15(19), 17, 20(24), 21 decaene (4) and 4.11-dithiapentacyclo [12.7.1. 0(3,7). 0(8,12). 0(18,22)] docosa-1(21), 3(7), 5, 8(12), 9, 14(22), 15, 17, 19-nonaene-2,13-dione (6), from simple starting materials.

• 出版日期2014-6