Synthesis

Scalable synthesis of strained cyclooctyne derivatives

RC Chadwick, S Van Gyzen, S Liogier, A Adronov

Index: Chadwick, Ryan C.; Van Gyzen, Sabrina; Liogier, Sophie; Adronov, Alex Synthesis (Germany), 2014 , vol. 46, # 5 p. 669 - 677

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Citation Number: 5

Abstract

Abstract Modifications to the Popik synthesis of aza-dibenzocyclooctyne (DIBAC) derivatives are described, which avoids tedious purifications and dramatically improves the yield. A new and analogous route to biarylazacyclooctynone (BARAC) through an amide disconnection was also attempted. The BARAC derivatives prepared were found to be unstable under the conditions employed, undergoing a known rearrangement. Finally, the synthesis of a ...