Key to phyla of organics by Barkley F

By Barkley F

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Reid, J. ; Gu, Z. A Mild and Efficient Method for the Preparation of Guanidines, Tetrahedron Lett. 1992, 33, 5933-5936. 19. Yong, Y. ; Kowalski, J. ; Lipton, M. A. Facile and Efficient Guanylation of Amines Using Thioureas and Mukaiyama’s Reagent, J. Org. Chem. 1997, 62, 1540-1542; Yong, Y. ; Kowalsi, J. ; Thoen, J. ; Lipton, M. A. A New Reagent for Solid and Solution Phase Synthesis of Protected Guanidines from Amines, Tetrahedron Lett. 1999,40, 53-56. 20. ; Lebl, M. A Convenient Preparation of Monosubstituted N, N’-di(Boc)-Protected Guanidines, Synthesis 1994, 579-582.

Hanson, R. ; Rodricks, J. ; Simpson, R. ; Rapoport, H. Routes to Functionalized Guanidines. The Synthesis of Guanidino Diesters, J. Org. Chem. 1973,38, 159 1- 1600. 5. ; Ho, T. ; DuBois, G. E. A Simple Method for Synthesis of Unsymmetrical Trisubstituted Guanidines, Synth. Commun. 1992,22, 119 l1198. 6. ; Schunack, W. Unsymmetrically Substituted Guanidines as Potent Histamine H3-Receptor Antagonists, Bioorg. Med. Chem. Lett. 1994,4, 2907-2912. 7. Barker, P. ; Gendler, P. ; Rapoport, H. Acylation of Dibasic Compounds Containing Amino Amidine and Aminoguanidine Functions, J.

After conversion of the aniline group to the trifluoroacetamide, a second palla- 0 R’ \ \\ RO )- cat. PdC12(PPh&, Cul TMG/dioxane, 80 OC, 18 h Scheme 3. 2. HECK REACTION 31 R’ TMG/dioxane PdC12( PPh& Cul, 90 “C, 18 h NaOH/‘PrOH R’ w HOb I H ’ \ ’ N H R’ Scheme 4. dium-catalyzed step, in which there is included the vinyl triflate of a second element of diversity, allows for limited functionality at the 3-position also. The nitrogen may be alkylated using NaH and the appropriate organohalide. The method allows for the production of complex indoles such as 4, with a OH DEAD, 6% NH3, 25 “C, 16 h * PPh3 0i ------R PcQ(PPh&, TMG, DMF, (ii) NaOH, Cul 50 “C, ‘PrOH Scheme 5.

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Key to phyla of organics by Barkley F
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