Palladium-Catalyzed cross-Benzannulation of Aminoenynes with Diynes. Highly Regioselective Synthesis of Polysubstituted Anilines
- 17 June 2000
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 65 (14), 4338-4341
- https://doi.org/10.1021/jo000171m
Abstract
Polysubstituted anilines were prepared by the palladium-catalyzed cross-benzannulation of conjugated aminoenynes 1-4 with diynes 8. The reaction proceeded in a highly regioselective manner under mild conditions, and the anilines were obtained as single regioisomers. Our method complements the well-known precedures for the preparation of polysubstituted anilines which are widely used in organic synthesis.Keywords
This publication has 7 references indexed in Scilit:
- Palladium-Catalyzed [4+2] Cross-Benzannulation Reaction of Conjugated Enynes with Diynes and TriynesJournal of the American Chemical Society, 1999
- N-Functionalized 1-Alkynylamides: New Building Blocks for Transition Metal Mediated Inter- and Intramolecular [2+2+1] CycloadditionsAngewandte Chemie International Edition, 1998
- The first chemo- and regiospecific palladium-catalyzed enyne-diyne [4+2] intermolecular cross-benzannulation: an effective route to polysubstituted benzenesTetrahedron Letters, 1997
- First Intermolecular Regiospecific Palladium-Catalyzed Enyne−Diyne [4 + 2] Cross-Benzannulation ReactionJournal of the American Chemical Society, 1997
- A New Palladium-Catalyzed Benzannulation of Conjugated EnynesJournal of the American Chemical Society, 1996
- Photocyclization strategy for the synthesis of antitumor agent CC-1065: synthesis of dideoxy PDE-I and PDE-II. Synthesis of thiophene and furan analogs of dideoxy PDE-I and PDE-IIThe Journal of Organic Chemistry, 1987
- Stereocontrolled addition to a penaldic acid equivalent: an asymmetric ofTetrahedron Letters, 1984