Work

Methyl 12-Methyl-3,9-dinitro-5,6,7,12-tetrahydro-13-oxodibenzo[b.g]bicyclo[3.3.1]nonane-6-carboxylate and Related Compounds

Year: 2022

Type: article

Abstract: A synthesis of the title compound and related structures is reported. The procedure involves double alkylation of a β-ketoester followed by double SNAr ring closure from the γ carbon to give a dibenzo[3.3.1]bicyclic unit. This paper appears to be the first to generate a mid-sized bicyclic target by a double SNAr process. The synthesis can be performed in one step, but yields are superior (52–62%) when a two-stage procedure is used.

Source: Molbank

DOI: 10.3390/m1526

Authors: Dylan R. Nanney, Richard A. Bunce

Institution: Oklahoma State University

Language: English

Topic: Organic Chemistry Synthesis Methods

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $524

Funders: National Science Foundation, W. M. Keck Foundation, Oklahoma State University, College of Arts and Sciences, Oklahoma State University