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Dr. Olga A. Mukhina, Dr. N. N. Bhuvan Kumar, Teresa M. Arisco, Dr. Roman A. Valiulin, Greg A. Metzel and Prof. Dr. Andrei G. Kutateladze Rapid Photoassisted Access to N,O,S-Polyheterocycles with Benzoazocine and Hydroquinoline Cores: Intramolecular Cycloadditions of Photogenerated Azaxylylenes Angewandte Chemie International Edition 50

Article first published online: 31 AUG 2011 | DOI: 10.1002/anie.201103597

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Ring the changes: A new photoassisted approach to give conformationally constrained N,O,S-polyheterocyclic scaffolds of unprecedented topologies was achieved by intramolecular [4+4] and [4+2] cycloadditions of photogenerated o-azaxylylenes (23 examples; see scheme). The precursors can be readily assembled by simple and high-yielding reactions, thus making this a powerful synthetic method amenable to high-throughput diversity-oriented synthesis.

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