CaltechAUTHORS
  A Caltech Library Service

Einhorn Reaction for the Synthesis of Aromatic Building Blocks for Macrocyclization

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. https://resolver.caltech.edu/CaltechAUTHORS:20180720-154726290

Full text is not posted in this repository. Consult Related URLs below.

Use this Persistent URL to link to this item: https://resolver.caltech.edu/CaltechAUTHORS:20180720-154726290

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
Related URLs:
URLURL TypeDescription
https://dx.doi.org/10.1021/jo9617070DOIArticle
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.
Funders:
Funding AgencyGrant Number
Department of Energy (DOE)DE-FG02-86ER 13463
Issue or Number:1
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:03 Oct 2019 20:03

Repository Staff Only: item control page