The chemistry of azocines. Intermediates for the synthesis of pyrrolizidines was written by Mariano, Patrick S.;Osborn, Morey E.;Dunaway-Mariano, Debra;Gunn, Brian C.;Pettersen, Roger C.. And the article was included in Journal of Organic Chemistry in 1977.Electric Literature of C6H11BrO2 This article mentions the following:
The preparation of 1,8-dihydro- and 1,6,7,8-tetrahydyroazocines lacking N substitution, and the use of transannular reaction of †4,5-epoxyhexahydroazocines for the generation of highly functionalized pyrrolizidines were described. 3,4-Dicarbomethoxy-1,8-dihydro- and 1,6,7,8-tetrahydroazocines (I and II) were prepared, starting from N-β-styryl-1,2-dihydropyridine and N-[2-[4-(bromomethyl)dioxolan-2-yl]ethyl]-1,2-dihydropyridine; methods using a variety of common N blocking groups were unsuccessful. In addition, procedures to convert azocines into functionalized pyrrolizidines, using transannular cyclization reactions, were explored. A high yielding sequence starting with the Δ4,5-epoxyhexahydroazocine III to give IV and proceeding through the intermediate bicyclic aminoether V (R = H) was developed. The structure of V (R = H) was determined by crystal structure studies of V (R = p-MeC6H4SO2). In the experiment, the researchers used many compounds, for example, 2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9Electric Literature of C6H11BrO2).
2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Electric Literature of C6H11BrO2
Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem