Formation and use of a nitrogen dianion for selective hydrazine alkylation is reported. The scope and limitations of a new method were demonstrated. The novel method provides fast and easy access to substituted hydrazines, which are widely used as drugs, pesticides, and precursors for a variety of compounds in organic synthesis.
Hydrazines Q 0150Addition of Arylboronic Acids to Symmetrical and Unsymmetrical Azo Compounds. -The reaction in the presence of copper acetate affords the addition products mostly with excellent regioselectivity. -(KISSELJOVA, K.; TSUBRIK, O.; SILLARD, R.; MAEEORG, S.; MAEEORG*, U.; Org. Lett. 8 (2006) 1, 43-45; Inst. Org. Bioorg. Chem., Tartu Univ.,
1997hydrazines hydrazines (acyclic compounds) P 0080
-069A Prototypical Reagent for the Synthesis of Substituted Hydrazines.-The triprotected hydrazine (III) is stable on storage and undergoes rapid and sequential alkylation with different alkyl/aryl halides to give finally hydrazines with 4 different substituents (no experimental details given). Substituted hydrazines are valuable precursors of heterocycles, pharmaceuticals, and agrochemicals. -(MAEEORG, U.; GREHN, L.; RAGNARSSON, U.; Angew.
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Mild Approach to the Deprotection of Troc from Protected Amines Using Mischmetal and TMSCl. -A new mild and economic deprotection method for 2,2,2-trichloroethoxycarbonyl-protected amines in the presence of Tms-Cl-activated mischmetal is presented. Other functional or protecting groups are tolerated, but the procedure fails in the case of N-Troc-4-aminobenzoic acid. The different behavior of N-Troc-4-cyanoaniline (III) is discussed. -(VELLEMAEE, E.; STEPANOV, V.; MAEEORG*, U.; Synth. Commun. 40 (2010) 22, 3397-3404, http://dx.
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