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论文类型：期刊论文

发表时间：2018-07-04

发表刊物：ADVANCED SYNTHESIS & CATALYSIS

收录刊物：SCIE

卷号：360

期号：13

页面范围：2429-2434

ISSN号：1615-4150

关键字：rhodium; regioselectivity; triazolyl-4-phosphonates; internal alkynylphosphonates; mild conditions

摘要：A regioselective method to access fully substituted 1,2,3-triazolyl-4-phosphonates from the internal alkynylphosphonates by rhodium(I)-catalyzed azide-alkyne cycloaddition (RhAAC) under mild conditions is reported. This approach is water and air compatible and has a broad substrate scope, good functional group tolerance, high yields and excellent regioselectivities. Fully substituted 1,2,3-triazolyl-4-phosphonates are directly prepared from the internal alkynylphosphonates by RhAAC with high 1,4-regioselectivities. The gram-scale preparation, application to carbohydrate synthesis and the solid-phase synthesis of triazolyl-4-phosphonates are highlights of this method.