Synthesis of amino-benzothiaoxazepine-1,1-dioxides utilizing a microwave-assisted, S(N)Ar protocol

ACS Comb Sci. 2011 Nov 14;13(6):653-8. doi: 10.1021/co200076j. Epub 2011 Sep 8.

Abstract

The development of a microwave-assisted, intermolecular S(N)Ar protocol for the synthesis of a 126-member benzothiaoxazepine-1,1-dioxide library is reported. Diversification of 12 benzothiaoxazepine-1,1-dioxides was achieved in rapid fashion utilizing a variety of 2° amines and amino alcohols to generate an 80-member library. A second 48-member library was subsequently generated via a two-step alkylation, intermolecular S(N)Ar diversification protocol.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkylation
  • Amino Alcohols / chemistry
  • Benzothiadiazines / chemical synthesis*
  • Benzothiadiazines / chemistry
  • Combinatorial Chemistry Techniques / methods*
  • Microwaves*
  • Models, Chemical
  • Oxazepines / chemical synthesis*
  • Oxazepines / chemistry
  • Oxides / chemical synthesis*
  • Oxides / chemistry
  • Sulfonamides / chemistry

Substances

  • Amino Alcohols
  • Benzothiadiazines
  • Oxazepines
  • Oxides
  • Sulfonamides