Literature DB >> 16272743

Highly regioselective palladium-catalyzed annulation reactions of heteroatom-substituted allenes for synthesis of condensed heterocycles.

Kiyofumi Inamoto1, Akio Yamamoto, Kazutoshi Ohsawa, Kou Hiroya, Takao Sakamoto.   

Abstract

We have developed a highly regioselective synthesis of heterocycles via palladium-catalyzed annulation reaction of heteroatom-substituted allenes. Various aryl halides were reacted and one regioisomer was observed exclusively in all reactions. In addition, subsequent functionalizations of annulated products were carried out using alkyl metal reagents, and the introduction of alkyl moieties was accomplished.

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Year:  2005        PMID： 16272743     DOI： 10.1248/cpb.53.1502

Source DB:  PubMed          Journal:  Chem Pharm Bull (Tokyo)        ISSN： 0009-2363            Impact factor:   1.645


  5 in total

1.  Mapping Ambiphile Reactivity Trends in the Anti-(Hetero)annulation of Non-Conjugated Alkenes via PdII /PdIV Catalysis.

Authors:  Hui-Qi Ni; Phillippa Cooper; Shouliang Yang; Fen Wang; Neal Sach; Pranali G Bedekar; Joyann S Donaldson; Michelle Tran-Dubé; Indrawan J McAlpine; Keary M Engle
Journal:  Angew Chem Int Ed Engl       Date:  2022-02-02       Impact factor: 15.336

Review 2.  Allenamides: a powerful and versatile building block in organic synthesis.

Authors:  Ting Lu; Zhenjie Lu; Zhi-Xiong Ma; Yu Zhang; Richard P Hsung
Journal:  Chem Rev       Date:  2013-04-04       Impact factor: 60.622

Review 3.  The Heck reaction applied to 1,3- and 1,2-unsaturated derivatives, a way towards molecular complexity.

Authors:  Annamaria Deagostino; Cristina Prandi; Silvia Tabasso; Paolo Venturello
Journal:  Molecules       Date:  2010-04-13       Impact factor: 4.411

4.  Construction of azaheterocycles via Pd-catalyzed migratory cycloannulation reaction of unactivated alkenes.

Authors:  Jin-Ping Wang; Shuo Song; Yichen Wu; Peng Wang
Journal:  Nat Commun       Date:  2022-08-27       Impact factor: 17.694

5.  Recent advances in palladium-catalyzed (hetero)annulation of C[double bond, length as m-dash]C bonds with ambiphilic organo(pseudo)halides.

Authors:  Hui-Qi Ni; Phillippa Cooper; Keary M Engle
Journal:  Chem Commun (Camb)       Date:  2021-08-03       Impact factor: 6.065
  5 in total

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