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Accessing 1,2-Substituted Cyclobutanes through 1,2-Azaborine Photoisomerization.

ABSTRACT: We provide a seminal example of the utility of the 1,2-azaborine motif as a 4C+1N+1B synthon in organic synthesis. Specifically, conditions for the practically scalable photoisomerization of 1,2-azaborine in a flow reactor are reported that furnish aminoborylated cyclobutane derivatives. The C-B bonds could also be functionalized to furnish a diverse set of highly substituted cyclobutanes.

SUBMITTER: Giustra ZX

PROVIDER: S-EPMC6917847 | biostudies-literature | 2019 Dec

REPOSITORIES: biostudies-literature

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Accessing 1,2-Substituted Cyclobutanes through 1,2-Azaborine Photoisomerization.

Giustra Zachary X ZX Yang Xinyu X Chen Min M Bettinger Holger F HF Liu Shih-Yuan SY

Angewandte Chemie (International ed. in English) 20191107 52

We provide a seminal example of the utility of the 1,2-azaborine motif as a 4C+1N+1B synthon in organic synthesis. Specifically, conditions for the practically scalable photoisomerization of 1,2-azaborine in a flow reactor are reported that furnish aminoborylated cyclobutane derivatives. The C-B bonds could also be functionalized to furnish a diverse set of highly substituted cyclobutanes. ...[more]

PMID: 31604006

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