Automated Synthesis of a 184-Member Library of Thiadiazepan-1, 1-dioxide-4-ones

作者：Fenster Erik; Long Toby R; Zang Qin; Hill David; Neuenswander Benjamin; Lushington Gerald H; Zhou Aihua; Santini Conrad; Hanson Paul R^*

来源：ACS Combinatorial Science, 2011, 13(3): 244-250.

DOI：10.1021/co100060x

• thiadiazepan-1,1-dioxide-4-ones
• parallel synthesis platform
• aza-Michael reaction
• Huisgen cycloaddition
• Suzuki-Miyaura coupling

The construction of a 225-member (3 x 5 x 15) library of thiadiazepan-1,1-dioxide-4-ones was performed on a Chemspeed Accelerator (SLT-100) automated parallel synthesis platform, culminating in the successful preparation of 184/225 sultams. Three sultam core scaffolds were prepared based upon the e utilization of an aza-Michael reaction on a multifunctional vinyl sulfonamide linchpin. The library exploits peripheral diversity in the form of a sequential, two-step [3 + 2] Huisgen cycloaddition/Pd-catalyzed Suzuki-Miyaura coupling sequence.

• 出版日期2011-6