کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5270481 1385418 2014 7 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
A rapid approach for the copper, amine, and ligand-free Sonogashira coupling of 4-methyl-7-nonafluorobutylsulfonyloxy coumarins under microwave irradiation
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
A rapid approach for the copper, amine, and ligand-free Sonogashira coupling of 4-methyl-7-nonafluorobutylsulfonyloxy coumarins under microwave irradiation
چکیده انگلیسی

A rapid, efficient, and reliable access for the synthesis of an assortment of 4-methyl-7-alkyl/aryl/heteroaryl alkynyl coumarins has been developed by the copper, amine, and ligand-free Sonogashira cross-coupling reaction of 4-methyl-7-nonafluorobutylsulfonyloxy coumarin with various terminal alkynes under microwave irradiation. In the presence of a suitable catalyst, base, and solvent, the coupling reaction proceeded smoothly to give the diaryl alkynes in satisfactory to exceptional yields. Nonaflates coupled more efficiently than the corresponding triflates which yielded the detriflated product as well as the hydrolyzed product as competing side products along with the required product. The utilization of TBAF·3H2O as a mild base as well as a solvating agent was the key for success of the reaction.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 55, Issue 15, 9 April 2014, Pages 2355-2361
نویسندگان
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