Facile direct synthesis of unsymmetrical ureas from N-Alloc-, N-Cbz-, and N-Boc-protected amines using DABAL-Me-3
- 주제(키워드) Unsymmetrical ureas , DABAL-Me-3 , Protected carbamates , Urea synthesis
- 주제(기타) Chemistry, Organic
- 설명문(일반) [Kang, Soosung] Ewha Womans Univ, Coll Pharm, Seoul 03760, South Korea; [Kang, Soosung] Ewha Womans Univ, Grad Sch Pharmaceut Sci, Seoul 03760, South Korea; [Kim, Hee-Kwon] Chonbuk Natl Univ, Mol Imaging & Therapeut Med Res Ctr, Dept Nucl Med, Med Sch & Hosp, Jeonju 54907, South Korea; [Kim, Hee-Kwon] Chonbuk Natl Univ, Chonbuk Natl Univ Hosp, Biomed Res Inst, Res Inst Clin Med, Jeonju 54907, South Korea
- 등재 SCIE, SCOPUS
- 발행기관 PERGAMON-ELSEVIER SCIENCE LTD
- 발행년도 2018
- URI http://www.dcollection.net/handler/ewha/000000151835
- 본문언어 영어
- Published As http://dx.doi.org/10.1016/j.tet.2018.06.011
초록/요약
A practical synthetic method for the direct synthesis of unsymmetrically substituted ureas from N-Alloc-, N-Cbz-, and N-Boc-protected amines is described. In this study, efficient direct conversion of the Alloc-, Cbz-, and Boc-carbamate compounds to ureas was achieved in the presence of DABAL-Me-3, an air stable and easily handled reagent. Using this reaction method, both protected aromatic and aliphatic amines were successfully transformed into various trisubstituted and tetrasubstituted ureas with high yields without side product. Our findings offer promising guidelines for direct preparation of useful ureas from N-Alloc-, N-Cbz-, and N-Boc-carbamates. (C) 2018 Elsevier Ltd. All rights reserved.
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