Literature DB >> 15074941

Addition of indolyl and pyrrolyl grignard reagents to 1-acylpyridinium salts.

Jeffrey T Kuethe1, Daniel L Comins.   

Abstract

Certain indolyl and pyrrolyl Grignard reagents add to 1-acyl salts of 4-methoxy-3-(triisopropylsilyl)pyridine to give the corresponding 1-acyl-2-heteroaryl-2,3-dihydro-4-pyridones in good to high yield. When the 1-acyl group contained a chiral auxiliary, (+/-)-trans-2-(alpha-cumyl)cyclohexyloxy, addition of the indolyl Grignards resulted in a separable mixture of diastereomeric 2,3-dihydro-4-pyridones.

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Year:  2004        PMID： 15074941     DOI： 10.1021/jo049943v

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  2 in total

1.  Synthesis of the benzo-fused indolizidine alkaloid mimics.

Authors:  Daniel L Comins; Kazuhiro Higuchi
Journal:  Beilstein J Org Chem       Date:  2007-11-30       Impact factor: 2.883

2.  Regioselective addition of Grignard reagents to N-acylpyrazinium salts: synthesis of substituted 1,2-dihydropyrazines and Δ5-2-oxopiperazines.

Authors:  Valentine R St Hilaire; William E Hopkins; Yenteeo S Miller; Srinivasa R Dandepally; Alfred L Williams
Journal:  Beilstein J Org Chem       Date:  2019-01-08       Impact factor: 2.883
  2 in total

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