|کد مقاله||کد نشریه||سال انتشار||مقاله انگلیسی||ترجمه فارسی||نسخه تمام متن|
|6456436||1419919||2017||9 صفحه PDF||سفارش دهید||دانلود رایگان|
- Short chained alkynes can be introduced without the need for gaseous reagents by using the corresponding alkynoic acids.
- Alkynylations with alkynoic acids work in good yields independent of the chain length and protecting group of the substrate.
- A three step cascade of decarboxylation, alkynylation, and click reaction was developed using the same catalyst, namely CuCl.
A facile and efficient method to introduce alkyne groups to the C-1 position of biologically interesting 1,2,3,4-tetrahydroisoquinolines via direct CH-functionalization is reported. Various alkynylated N-substituted 1,2,3,4-tetrahydroisoquinolines could be obtained by using copper(I)-chloride as catalyst, alkynoic acids as alkyne source and t-BuOOH as oxidant, in a one-pot two-step decarboxylation- alkynylation reaction in moderate to high yields. Furthermore, a one-pot protocol of a three-step decarboxylation-alkynylation-1,3-dipolar cycloaddition reaction leading to 1-triazolyl-tetrahydroisoquinolines was developed, a hitherto unknown reaction cascade.
Journal: Journal of Molecular Catalysis A: Chemical - Volume 426, Part B, January 2017, Pages 398-406