Phosphine-Mediated Sequential [2+4]/[2+3] Annulation to Construct Pyrroloquinolines.
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DOI: 10.1021/acs.orglett.1c04388
Abstract: A domino [2+4]/[2+3] sequential annulation reaction of MBH carbonates with N-unprotected indoles has been developed to provide various pyrroloquinoline derivatives in ≤94% yield and 20:1 dr. The reaction could be either mediated by stoichiometric PCy3… read more here.
Keywords: annulation construct; sequential annulation; mediated sequential; annulation ... See more keywords
Phosphine-Catalyzed Sequential [3 + 2]/[3 + 2] Annulation between Allenoates and Arylidenemalononitriles for the Enantioselective Construction of Bicyclo[3,3,0]octenes and Cyclopenta[c]quinolinones.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01352
Abstract: A highly diastereo- and enantioselective phosphine-catalyzed sequential [3 + 2]/[3 + 2] annulation of allenoates with arylidenemalononitriles has been developed. This reaction allows for the facile construction of multifunctionalized cis-fused bicyclic[3,3,0]octene scaffolds, encompassing three consecutive… read more here.
Keywords: phosphine catalyzed; catalyzed sequential; sequential annulation; annulation allenoates ... See more keywords
The Synthesis of Benzazepines via Sequential [3 + 2]-Annulation and [3,3]-Sigmatropic Rearrangement.
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DOI: 10.1021/acs.orglett.4c03543
Abstract: A novel annulation reaction of prop-2-ynylsulfonium salts with sulfur ylides and nitrosobenzenes has been developed, affording various benzazepines in moderate to good yields. Prop-2-ynylsulfonium salts act as C3 synthons in the reactions, providing a promising… read more here.
Keywords: annulation; sequential annulation; annulation sigmatropic; via sequential ... See more keywords
Enantioselective Construction of Fused N-Heterocycles via Sequential Annulation and Catalytic Transfer Hydrogenation.
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DOI: 10.1021/acs.orglett.5c02962
Abstract: Herein, we report the first regio- and enantioselective synthesis of tetrahydropyrido[2,3-b]pyrazines using a chiral iridacycle catalyst. Pyridyl diamines and diketones undergo sequential annulation and asymmetric transfer hydrogenation of the in situ generated pyrido[2,3-b]pyrazine intermediates. This… read more here.
Keywords: transfer hydrogenation; sequential annulation; fused heterocycles;
Sequential annulation of bidentate diamines for the modular access to N-fused/helical/spiro-carbazole scaffolds
Sign Up to like & getrecommendations! Published in 2024 at "Organic Chemistry Frontiers"
DOI: 10.1039/d3qo01788e
Abstract: The Cu-catalysed mono N-annulation of bidentate diamines with cyclic diaryliodonium salts has been disclosed to build N-aminoaryl carbazoles with good yields, high selectivity, and narrow FWHMs. The resultant N-aminoaryl carbazoles... read more here.
Keywords: bidentate diamines; annulation bidentate; diamines modular; sequential annulation ... See more keywords