Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 68, Issue 13, Pages 5168-5173Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo034372c
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The synthesis of C-14-labeled AVE 0991 (C-14-1a) and large-scale synthesis of AVE 0991 (1a) are described. In the key step of the synthesis, the C-C coupling reaction of the imidazole (2) and thiophene (3) building blocks was studied under Suzuki and Stille reaction conditions, respectively. Suzuki reaction gave only moderate yields, whereas the best results were obtained under Stille reaction conditions with up to 64% yield.
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