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Automated Synthesis of a Library of Triazolated 1,2,5-Thiadiazepane 1,1-Dioxides via a Double Aza-Michael Strategy

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journal contribution
posted on 13.08.2012, 00:00 by Qin Zang, Salim Javed, David Hill, Farman Ullah, Danse Bi, Patrick Porubsky, Benjamin Neuenswander, Gerald H. Lushington, Conrad Santini, Michael G. Organ, Paul R. Hanson
The construction of a 96-member library of triazolated 1,2,5-thiadiazepane 1,1-dioxides was performed on a Chemspeed Accelerator (SLT-100) automated parallel synthesis platform, culminating in the successful preparation of 94 out of 96 possible products. The key step, a one-pot, sequential elimination, double-aza-Michael reaction, and [3 + 2] Huisgen cycloaddition pathway has been automated and utilized in the production of two sets of triazolated sultam products.

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