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Accessing 1,2‐Substituted Cyclobutanes through 1,2‐Azaborine Photoisomerization
Author(s) -
Giustra Zachary X.,
Yang Xinyu,
Chen Min,
Bettinger Holger F.,
Liu ShihYuan
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201912132
Subject(s) - cyclobutanes , photoisomerization , cyclobutane , synthon , chemistry , photochemistry , stereochemistry , organic chemistry , isomerization , catalysis , ring (chemistry)
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.