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Copper-promoted [2+2+2] annulation of 1,n-enynes through decomposition of azobis(alkyl nitrile)s.

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A novel copper-promoted [2+2+2] annulation of 1,n-enynes with azobis(alkyl nitrile)s and H2O for the synthesis of diverse 7,8-dihydrophenanthridine-6,9(5H,6aH)-diones and fluorene is described. The reaction proceeds via the decomposition of azobis(alkyl… Click to show full abstract

A novel copper-promoted [2+2+2] annulation of 1,n-enynes with azobis(alkyl nitrile)s and H2O for the synthesis of diverse 7,8-dihydrophenanthridine-6,9(5H,6aH)-diones and fluorene is described. The reaction proceeds via the decomposition of azobis(alkyl nitrile)s into the cyanoalkyl radicals as the two-carbon units and offers a new efficient tool for the one-step formation of four new chemical bonds.

Keywords: copper promoted; promoted annulation; annulation enynes; decomposition azobis; alkyl nitrile; azobis alkyl

Journal Title: Chemical communications
Year Published: 2017

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