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Synthesis of Indolyldiketopiperazines with NBS
Authors:Yangmin Ma  Decheng Ren  Hao Wu  Jin Zhang  Tingting Feng  Yanchao Li
Affiliation:1. Key Laboratory of Auxiliary Chemistry & Technology for Chemical Industry, Ministry of Education, Shaanxi University of Science & Technology, Xi'an, China;2. WuXiAppTec (Tianjin) Co., Ltd., TEDA, Tianjin, China;3. Pharmaron (Xi'an) Co., Ltd., Xi'an, China;4. Northwest Institute of Nonferrous Metals, Xi'an, China
Abstract:Two series of indolyldiketopiperazines were synthesized starting from methyl 1‐substituted‐1,2,3,4‐tetrahydro‐β‐carboline‐3‐carboxylate hydrochlorides via N‐bromo‐succinimide (NBS) as an important reagent. All eight compounds were characterized by nuclear magnetic resonance (NMR) and elemental analysis. Furthermore, the mechanisms of NBS‐reacted rearrangements are also discussed. Chirality 26:790–792, 2014. © 2014 Wiley Periodicals, Inc.
Keywords:N‐bromosuccinimide  conjugative effect  indolyldiketopiperazine  rearrangement
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