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One-pot synthesis of isoxazoles from enaminones: an application of Fe(II) as the catalyst for ring expansion of 2H-azirine intermediates |
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| Authors: | Yunhui Zheng Chao Yang Daisy Zhang-Negrerie Yunfei Du Kang Zhao |
| Institution: | 1. Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China;2. Synergetic Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300072, China |
| Abstract: | We report an application of FeCl2 as an inexpensive, nontoxic, and efficient catalyst in a clean ring expansion reaction of 2H-azirine derivatives, an intermediate formed through the PhI(OAc)2-mediated azirination of readily available enaminones. An alternative one-pot protocol for the synthesis of various substituted isoxazoles from their corresponding enaminones has been further established based on this reaction, and herein described. |
| Keywords: | BHAXDAUULXCVEK-UHFFFAOYSA-N CBPUZXDGLGAVDM-UHFFFAOYSA-N XGUCHBNMFVITGP-UHFFFAOYSA-N IPIVGHFCNGEUJP-UHFFFAOYSA-N MCOYCMSBSPWRPU-UHFFFAOYSA-N LYINQTKNIZFEDX-UHFFFAOYSA-N GHPMYVUZFDQEHC-UHFFFAOYSA-N CKRLFMMPXKLDSC-UHFFFAOYSA-N XCMKEQCJJPNXRQ-DHZHZOJOSA-N KSHUALQVZZDGDN-FMIVXFBMSA-N XVQDEXPNNBTNJW-XYOKQWHBSA-N GPKDPGHAGPHLIG-YRNVUSSQSA-N RVOTWDZBHMANBS-QINSGFPZSA-N FYWLYSOINWURRI-ZCXUNETKSA-N VUFWZGMWCXGCDF-MRCUWXFGSA-N NTVIDCIMRXHKMZ-SSZFMOIBSA-N |
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