Synthesis of High-Load, Hybrid Silica-Immobilized Heterocyclic Benzyl Phosphate (Si–OHBP) and Triazolyl Phosphate (Si–OHTP) Alkylating Reagents

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• 作者：Saqib Faisal ; Pradip K. Maity ; Qin Zang ; Alan Rolfe ; Paul R. Hanson
• 刊名：ACS Combinatorial Science
• 出版年：2016
• 出版时间：July 11, 2016
• 年：2016
• 卷：18
• 期：7
• 页码：394-398
• 全文大小：446K
• 年卷期：0
• ISSN：2156-8944

文摘

The development of new ROMP-derived silica-immobilized heterocyclic phosphate reagents and their application in purification-free protocols is reported. Grafting of norbornenyl norbornenyl-functionalized (Nb-tagged) silica particles with functionalized Nb-tagged heterocyclic phosphate monomers efficiently yield high-load, hybrid silica-immobilized oligomeric heterobenzyl phosphates (Si–OHBP) and heterotriazolyl phosphates (Si–OHTP) as efficient alkylation agents. Applications of these reagents for the diversification of N-, O-, and S-nucleophilic species, for efficient heterobenzylation and hetero(triazolyl)methylation have been validated.