Sequential C-N and C-O Bond Formation in a Single Pot: Synthesis of 2H-Benzo[b][1,4]oxazines from 2,5-Dihydroxybenzaldehyde and Amino acid Precursors

Iqbal, Javed and Tangellamudi, Neelima D. and Dulla, Balakrishna and Balasubramanian, Sridhar (2012) Sequential C-N and C-O Bond Formation in a Single Pot: Synthesis of 2H-Benzo[b][1,4]oxazines from 2,5-Dihydroxybenzaldehyde and Amino acid Precursors. ORGANIC LETTERS, 14 (2). pp. 552-555. ISSN 1523-7060,

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Abstract

Functionalized beta-aryl alanine ester derivatives were found to undergo rapid C-N and C-O bond formation with quinol carbonyl compounds to afford 2H-benzo[b][1,4]oxazines in good to excellent yields. This unprecedented finding reported herein offers a straightforward, highly efficient, and rapid method for the synthesis of 2H-benzo[b][1,4]oxazines.

Item Type: Article
Uncontrolled Keywords: DIELS-ALDER REACTIONS; 1,4-BENZOXAZINE DERIVATIVES; CYCLIZATION PROCESS; BENZOQUINONES; ANALOGS; 3,4-DIHYDRO-2H-1,4-BENZOXAZINES; DEAROMATIZATION; BENZOXAZOLES; ARYLATION;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Depositing User: Dr. Gernot Deinzer
Date Deposited: 20 May 2020 09:25
Last Modified: 20 May 2020 09:25
URI: https://pred.uni-regensburg.de/id/eprint/19365

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