First inverse electron-demand Diels-Alder methodology of 3-chloroindoles and methyl coumalate to carbazoles.

نویسندگان

  • Tezcan Guney
  • Jennifer J Lee
  • George A Kraus
چکیده

The first successful inverse electron-demand Diels-Alder has been demonstrated with the 2-pyrone methyl coumalate in conjunction with substituted indoles. Utilizing 1-alkyl-3-chloroindoles as the electron-rich dienophile efficiently generates carbazoles without the need for additional metal catalysts. Through a thermal, one-pot Diels-Alder/decarboxylation/elimination domino sequence, access to a class of 3-methylcarbazoles is rapidly generated with exclusive regiocontrol in up to 90% yield.

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عنوان ژورنال:
  • Organic letters

دوره 16 4  شماره 

صفحات  -

تاریخ انتشار 2014