Synthesis of a Spirocyclic Oxetane-Fused Benzimidazole

doi:10.3390/molecules200813864

Paper

Synthesis of a Spirocyclic Oxetane-Fused Benzimidazole

Published Jul 30, 2015 · M. Gurry, P. McArdle, F. Aldabbagh

Molecules

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Abstract

A new synthesis of 2-oxa-7-azaspiro[3.5]nonane is described. Spirocyclic oxetanes, including 2-oxa-6-azaspiro[3.3]heptane were converted into o-cycloalkylaminoacetanilides for oxidative cyclizations using Oxone® in formic acid. The expanded spirocyclic oxetane successfully gave the [1,2-a] ring-fused benzimidazole. X-ray crystal structure of the resultant new tetracyclic system, 1ʹ,2ʹ-dihydro-4ʹH-spiro[oxetane-3,3ʹ-pyrido[1,2-a]benzimidazole] and the azetidine ring-opened adduct, N-(2-acetamido-4-bromophenyl)-N-{[3-(chloromethyl)oxetan-3-yl]methyl}acetamide are disclosed.

Study Snapshot

This study presents a new synthesis of 2-oxa-7-azaspiro[3.5]nonane using spirocyclic oxetane-fused benzimidazole, with X-ray crystal structure analysis of the resultant new tetracyclic system

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Synthesis of a Spirocyclic Oxetane-Fused Benzimidazole

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Citations

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