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Simple and efficient preparation of 3-substituted 6-(4-chlorophenyl)-9-methyl-12H-[1]benzofuro[3,2-e][1,2,4]triazolo[4,3-b][1,2]diazepines via a silylation–amination reaction

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Abstract

A series of new 3-substituted 6-(4-chlorophenyl)-9-methyl-12H-[1]benzofuro[3,2-e][1,2,4]triazolo[4,3-b][1,2]diazepines was synthesized from the corresponding bicyclic 1-(4-chlorophenyl)-3,5-dihydro-8-methyl-4H-[1]benzofuro[2,3-d][1,2]diazepin-4-one. The synthesis strategy makes use of silylation–amination as the key step, allowing a wide range of derivatives to be prepared.

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References

  1. Gitto R, Barreca ML, De Luca L, De Sarro G, Ferreri G, Quartarone S, Russo E, Constanti A, Chimirri A (2003) J Med Chem 46:197

    Article  CAS  Google Scholar 

  2. Lodge D, Bond A, O’Neill M, Hicks CA, Jones MG (1996) Neuropharmacology 35:1681

    Article  CAS  Google Scholar 

  3. Gitto R, Zappala M, De Sarro G, Chimirri A (2002) ll Farmaco 57:129

    Article  CAS  Google Scholar 

  4. Chimirri A, Gitto R, Quartarone S, Orlando V, De Sarro A, De Sarro GB (2002) Il Farmaco 57:759

    Article  CAS  Google Scholar 

  5. Zappala M, Gitto R, Bevacqua F, Quartarone S, Chimirri A, Rizzo M, De Sarro G, De Sarro A (2000) J Med Chem 43:4834

    Article  CAS  Google Scholar 

  6. Chimirri A, De Sarro G, De Sarro A, Gitto R, Quartarone S, Zappala M, Constanti A, Libri V (1998) J Med Chem 41:3409

    Article  CAS  Google Scholar 

  7. Vorbruggen H (1973) Synthesis 301

  8. Vorbruggen H, Krolikiewicz K (1984) Chem Ber 117:1523

    Article  Google Scholar 

  9. Vorbruggen H (1990) Adv Heterocycl Chem 49:117

    Article  Google Scholar 

  10. Tolkunov SV, Kal’nitskij MN, Zemskaya EA (1991) Chem Heterocycl Compd 27:1253 (Engl Transl)

    Article  Google Scholar 

  11. Eresko AB, Tolkunov VS, Tolkunov SV (2010) Chem Heterocycl Compd 46:1127 (Engl Transl)

    Article  CAS  Google Scholar 

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Correspondence to Alexander Eresko.

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Eresko, A., Tolkunov, V. & Tolkunov, S. Simple and efficient preparation of 3-substituted 6-(4-chlorophenyl)-9-methyl-12H-[1]benzofuro[3,2-e][1,2,4]triazolo[4,3-b][1,2]diazepines via a silylation–amination reaction. Monatsh Chem 142, 931–934 (2011). https://doi.org/10.1007/s00706-011-0500-z

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