Rhodium(II)-catalyzed intramolecular annulation of 1-sulfonyl-1,2,3-triazoles with pyrrole and indole rings: facile synthesis of N-bridgehead azepine skeletons.

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ID: 57910
2014
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Abstract
A convenient and efficient synthetic method has been developed to construct highly functionalized N-bridgehead azepine skeletons, which are of great importance in biological and pharmaceutical industry. The reaction proceeds through a rhodium(II) azavinyl carbene intermediate, which initiated the intramolecular C-H functionalization with pyrrolyl and indolyl rings. A variety of azepine derivatives were obtained in moderate to good yields under mild reaction conditions with high chemoselectivity. Several interesting derivatizations of the resulting products demonstrate that this method is synthetically valuable and useful.
Reference Key
yang2014rhodiumiicatalyzedangewandte Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Yang, Jin-Ming;Zhu, Cheng-Zhi;Tang, Xiang-Ying;Shi, Min;
Journal angewandte chemie (international ed in english)
Year 2014
DOI
10.1002/anie.201400881
URL
Keywords
annulation heterocycles synthetic methods reaction mechanisms rhodium

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