Pastushok, Victor N. and Hu, Kejiang and Bradshaw, Jerald S. and Dailey, N. Kent and Bordunov, Andrei V. and Lukyanenko, Nikolai G. (1997) Einhorn Reaction for the Synthesis of Aromatic Building Blocks for Macrocyclization. Journal of Organic Chemistry, 62 (1). pp. 212-215. ISSN 0022-3263. doi:10.1021/jo9617070. https://resolver.caltech.edu/CaltechAUTHORS:20180720-154726290
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Abstract
The present study concerns the synthesis of bis(α-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_2 group. The methoxy function could be converted to the phenolic OH after ring closure, providing a proton-ionizable group in the macrocyclic cavity. We show three synthetic routes to prepare benzoazamacrocycles using synthons 1−3.
| Item Type: | Article | ||||||
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| Additional Information: | © 1997 American Chemical Society. Received September 4, 1996. This work was supported by the Department of Energy, Office of Basic Energy Sciences, Contract No. DE-FG02-86ER 13463. | ||||||
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| Issue or Number: | 1 | ||||||
| DOI: | 10.1021/jo9617070 | ||||||
| Record Number: | CaltechAUTHORS:20180720-154726290 | ||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20180720-154726290 | ||||||
| Official Citation: | Einhorn Reaction for the Synthesis of Aromatic Building Blocks for Macrocyclization Victor N. Pastushok, Kejiang Hu, Jerald S. Bradshaw, N. Kent Dalley, Andrei V. Bordunov, and Nikolai G. Lukyanenko The Journal of Organic Chemistry 1997 62 (1), 212-215 DOI: 10.1021/jo9617070 | ||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||||
| ID Code: | 88098 | ||||||
| Collection: | CaltechAUTHORS | ||||||
| Deposited By: | George Porter | ||||||
| Deposited On: | 23 Jul 2018 21:28 | ||||||
| Last Modified: | 16 Nov 2021 00:23 |
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