4.8 Article

Cyclocondensation of Amino-propargyl Silanes

Journal

ORGANIC LETTERS
Volume 14, Issue 9, Pages 2308-2311

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol300724c

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Funding

  1. NSF (CAREER)
  2. Welch Foundation [11612]

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Amino-propargyl silanes condense with carbonyl compounds to form imines and subsequently cyclize to form allenylidene tetrahydroquinolines. The cyclocondensations are catalyzed by a variety of Bronsted acids, among which phosphoric acids provide the highest yields. Subsequent intramolecular and intermolecular additions to the allene moiety provide complex polycyclic amines.

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