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1,6-Conjugated addition-mediated [4 + 1] annulation: an approach to 2,3-dihydrobenzofurans

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A formal 1,6-conjugated addition-mediated [4 + 1] annulation of ortho-hydroxyphenyl-substituted para-quinone methides with sulfonium or ammonium bromides has been described. This domino-type process offered an efficient method for the synthesis… Click to show full abstract

A formal 1,6-conjugated addition-mediated [4 + 1] annulation of ortho-hydroxyphenyl-substituted para-quinone methides with sulfonium or ammonium bromides has been described. This domino-type process offered an efficient method for the synthesis of 2,3-dihydrobenzofurans in good yields, exhibiting good functional group tolerance, scalability and high diastereoselectivity.

Keywords: conjugated addition; addition mediated; mediated annulation; annulation approach

Journal Title: Organic chemistry frontiers
Year Published: 2018

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