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Synthesis of Amine Derivatives from a “One-Pot” Synthesis of Biphenyl-4-methylazide

Delost, Michael D
http://rave.ohiolink.edu/etdc/view?acc_num=ysu1442407733

Abstract Details

2015, Master of Science in Chemistry, Youngstown State University, Department of Chemistry.
This thesis explores the synthesis of amine derivatives such as amides and imines from biphenyl-4-methylazide using Staudinger chemistry. A robust one-pot synthesis of biphenyl-4-methylazide was first achieved through the use of p-nitrobenzenesulfonyl azide as the azide source. 1,2-Bis(diphenylphosphino)ethane (DPPE), which is cost-effective and readily available, was utilized as the mild phosphorus reducing agent. Over 40 examples of imines and amides have been synthesized producing yields as high as 70%.
Peter Norris, PhD (Advisor)
John Jackson, PhD (Committee Member)
Douglas Genna, PhD (Committee Member)
445 p.
Chemistry; Organic Chemistry; Pharmaceuticals
one-pot synthesis of alkyl with arylsulfonyl azides; Staudinger reduction with DPPE; aza Wittig and Staudinger ligation chemistry; bioorthogonal and chemoselective chemistry

Recommended Citations

Citations

  • Delost, M. D. (2015). Synthesis of Amine Derivatives from a “One-Pot” Synthesis of Biphenyl-4-methylazide [Master's thesis, Youngstown State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=ysu1442407733

    APA Style (7th edition)

  • Delost, Michael. Synthesis of Amine Derivatives from a “One-Pot” Synthesis of Biphenyl-4-methylazide. 2015. Youngstown State University, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=ysu1442407733.

    MLA Style (8th edition)

  • Delost, Michael. "Synthesis of Amine Derivatives from a “One-Pot” Synthesis of Biphenyl-4-methylazide." Master's thesis, Youngstown State University, 2015. http://rave.ohiolink.edu/etdc/view?acc_num=ysu1442407733

    Chicago Manual of Style (17th edition)

ysu1442407733
359
© 2015, all rights reserved.
This open access ETD is published by Youngstown State University and OhioLINK.