Einhorn reaction for the synthesis of aromatic building blocks for macrocyclization
Journal Article
·
· Journal of Organic Chemistry
- Brigham Young Univ., Provo, UT (United States); and others
The present study concerns the synthesis of bis({alpha}-haloacetamidomethyl) and benzyldiamine sythons 1-3 (Scheme 1) through amidomethylation and their application for the preparation of benzoazamacroheterocycles. These synthons are useful as rigid building blocks containing the chromophoric NO{sub 2} group. The methoxy function could be converted to the phenolic OH after ring closure, providing a proton-ionizable group in the macrocyclic cavity. The authors show three synthetic routes to prepare benzoazamacrocycles using synthons 1-3. 11 refs.
- DOE Contract Number:
- FG02-86ER13463
- OSTI ID:
- 539171
- Journal Information:
- Journal of Organic Chemistry, Journal Name: Journal of Organic Chemistry Journal Issue: 1 Vol. 62; ISSN 0022-3263; ISSN JOCEAH
- Country of Publication:
- United States
- Language:
- English
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