2006
DOI: 10.1055/s-2006-942502
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Efficient Syntheses of Polyamines Bearing 1H-Tetrazol-5-yl Units on Their Amino Functions

Abstract: Linear N-benzyl-N¢-trityl-a,w-diamines and N a ,N w -ditritylpolyamines were efficiently converted into the corresponding N-(1-benzyltetrazol-5-yl)-substituted derivatives upon treatment with benzyl isothiocyanate followed by reaction of the thus-obtained thioureas with azidotrimethylsilane under Mitsunobu reaction conditions.

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Cited by 2 publications
(3 citation statements)
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“…Although the corresponding amides reacted, the reaction was sluggish and only thioamides gave better results . A similar methodology was utilized for the preparation of many other polyamines bearing 1 H -tetrazol-5-yl units …”
Section: Miscellaneous Reactionsmentioning
confidence: 99%
See 1 more Smart Citation
“…Although the corresponding amides reacted, the reaction was sluggish and only thioamides gave better results . A similar methodology was utilized for the preparation of many other polyamines bearing 1 H -tetrazol-5-yl units …”
Section: Miscellaneous Reactionsmentioning
confidence: 99%
“…1526 A similar methodology was utilized for the preparation of many other polyamines bearing 1H-tetrazol-5-yl units. 1527…”
Section: Formation Of Tetrazoles Via Thioamides and Azidementioning
confidence: 99%
“…1 It has been used for the synthesis of aryl 1,2,3-triazoles, [2][3][4][5] tetrazoles, 6,7 functionalized bicyclic triazoles, 8 azides, [9][10][11][12][13][14][15] and N-tetrazolated diamine derivative. 16 In addition, azidotrimethylsilane has been employed for the preparation of proline-derived chiral aminotriazole ligands. 17 It was found to be a useful reagent for the aziridine ring opening to obtain azidomethylsubstituted pyrrole precursors, 18 or kinetic resolution of monosubstituted epoxide for the synthesis of optically pure 1-azido-2-trimethylsiloxyalkanes.…”
Section: Introductionmentioning
confidence: 99%