Abstract
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-Me3, 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.
Original language | English |
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Pages (from-to) | 4036-4046 |
Number of pages | 11 |
Journal | Tetrahedron |
Volume | 74 |
Issue number | 30 |
DOIs | |
State | Published - 26 Jul 2018 |
Bibliographical note
Publisher Copyright:© 2018 Elsevier Ltd
Keywords
- DABAL-Me
- Protected carbamates
- Unsymmetrical ureas
- Urea synthesis