噻唑烷酮类的杂环类似物：5,6-稠合的 3-甲基-1-苯基吡喃并[2,3-c]吡唑-4(1H)-硫酮-合成和 NMR((1)H、(13)C、(15)N)数据。

Heterocyclic analogs of xanthiones: 5,6-fused 3-methyl-1-phenylpyrano[2,3-c]pyrazol-4(1H) thiones-synthesis and NMR ((1)H, (13)C, (15)N) data.

机构信息

Department of Drug and Natural Product Synthesis, University of Vienna, A-1090 Vienna, Austria.

出版信息

Magn Reson Chem. 2010 Jun;48(6):476-82. doi: 10.1002/mrc.2609.

PMID:20474027

Abstract

Various [5,6]pyrano[2,3-c]pyrazol-4(1H)-thiones were synthesized in high yields by treatment of the corresponding [5,6]pyrano[2,3-c]pyrazol-4(1H)-ones with Lawesson's reagent. Detailed NMR spectroscopic studies were undertaken of the title compounds. Complete and unambiguous assignment of chemical shifts ((1)H, (13)C, (15)N) and coupling constants ((1)H,(1)H; (13)C,(1)H) was achieved by the combined application of various one- and two-dimensional (1D and 2D) NMR spectroscopic techniques. Unequivocal mapping of most (13)C,(1)H spin coupling constants is accomplished by 2D (delta, J) long-range INEPT spectra with selective excitation.

摘要

各种[5,6]吡喃并[2,3-c]吡唑-4(1H)-硫酮可以通过用劳森试剂处理相应的[5,6]吡喃并[2,3-c]吡唑-4(1H)-酮高产率合成。对标题化合物进行了详细的 NMR 光谱研究。通过各种一维和二维（1D 和 2D）NMR 光谱技术的综合应用，实现了对化学位移（(1)H、(13)C、(15)N）和偶合常数((1)H,(1)H; (13)C,(1)H）的完全和明确的分配。通过选择性激发的二维（delta, J）长程 INEPT 谱可以实现大多数(13)C,(1)H 自旋偶合常数的明确映射。