Traceless Solid-Phase Synthesis of 1,2,4-Triazoles Using a Novel Amine Resin
A solid-phase route to 5-aryl-3-arylthiomethyl-1,2,4-triazoles has been developed that permits the incorporation of two elements of diversity. The heterocycle was constructed upon a novel 4-benzyloxy-2-methoxybenzylamine (BOMBA) resin, from which traceless cleavage could be effected with dilute TFA....
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| Veröffentlicht in: | Organic letters 2001-10, Vol.3 (21), p.3341-3344 |
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| container_title | Organic letters |
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| creator | Larsen, Scott D DiPaolo, Brian A |
| description | A solid-phase route to 5-aryl-3-arylthiomethyl-1,2,4-triazoles has been developed that permits the incorporation of two elements of diversity. The heterocycle was constructed upon a novel 4-benzyloxy-2-methoxybenzylamine (BOMBA) resin, from which traceless cleavage could be effected with dilute TFA. A library of 96 triazoles was produced with an average yield of 26% (84% yield per step) and an average purity of 80%. In a direct comparison, the new BOMBA resin proved to be markedly superior to Rink Amide resin for this application. |
| doi_str_mv | 10.1021/ol016578a |
| format | Article |
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Lett</addtitle><description>A solid-phase route to 5-aryl-3-arylthiomethyl-1,2,4-triazoles has been developed that permits the incorporation of two elements of diversity. The heterocycle was constructed upon a novel 4-benzyloxy-2-methoxybenzylamine (BOMBA) resin, from which traceless cleavage could be effected with dilute TFA. A library of 96 triazoles was produced with an average yield of 26% (84% yield per step) and an average purity of 80%. 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| ispartof | Organic letters, 2001-10, Vol.3 (21), p.3341-3344 |
| issn | 1523-7060 1523-7052 |
| language | eng |
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| source | MEDLINE; ACS Publications |
| subjects | Amines - chemistry Chemistry, Pharmaceutical Combinatorial Chemistry Techniques Resins, Synthetic - chemistry Triazoles - chemical synthesis |
| title | Traceless Solid-Phase Synthesis of 1,2,4-Triazoles Using a Novel Amine Resin |
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