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Search for "intramolecular Diels–Alder (IMDA)" in Full Text gives 3 result(s) in Beilstein Journal of Organic Chemistry.

A multicomponent reaction-initiated synthesis of imidazopyridine-fused isoquinolinones

  • Ashutosh Nath,
  • John Mark Awad and
  • Wei Zhang

Beilstein J. Org. Chem. 2025, 21, 1161–1169, doi:10.3762/bjoc.21.92

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  • –Bienaymé (GBB); imidazopyridine; intramolecular DielsAlder (IMDA); isoquinolinone; multicomponent reaction (MCR); re-aromatization; Introduction Multicomponent reactions (MCRs) have intrinsic green chemistry advantages of synthetic efficiency and operational simplicity. Performing post-condensational
  • Ashutosh Nath John Mark Awad Wei Zhang Department of Chemistry, University of Massachusetts Boston, 100 Morrissey Boulevard, Boston, MA 02125, USA 10.3762/bjoc.21.92 Abstract A new synthetic route initiated with Groebke–Blackburn–Bienaymé (GBB) followed by N-acylation, intramolecular DielsAlder
  • (IMDA), and dehydrative re-aromatization reactions for the synthesis of imidazopyridine-fused isoquinolinones is developed. Gaussian computation analysis on the effect of the substitution groups for the IMDA reaction is performed to understand the reaction mechanism. Keywords: Groebke–Blackburn
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Published 13 Jun 2025

Total synthesis of elansolids B1 and B2

  • Liang-Liang Wang and
  • Andreas Kirschning

Beilstein J. Org. Chem. 2017, 13, 1280–1287, doi:10.3762/bjoc.13.124

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  • intramolecular DielsAlder (IMDA) cycloaddition as key step to construct the tetrahydroindane unit (Scheme 1) [7]. An enone, derived from allylic alcohol 8 served as precursor to yield tetrahydroindane 9 with excellent diastereocontrol at −25 °C. The major drawback of our first total synthesis of elansolid B1 (2
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Published 28 Jun 2017

Recent applications of ring-rearrangement metathesis in organic synthesis

  • Sambasivarao Kotha,
  • Milind Meshram,
  • Priti Khedkar,
  • Shaibal Banerjee and
  • Deepak Deodhar

Beilstein J. Org. Chem. 2015, 11, 1833–1864, doi:10.3762/bjoc.11.199

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  • ] have demonstrated an intramolecular DielsAlder (IMDA) reaction followed by a RCM–ROM–CM cascade was found to be useful to assemble a linear triquinane framework. Microwave assisted IMDA reaction of cyclopentadiene derivative 210 performed in chlorobenzene at 201 °C under 310 psi pressure gave the
  • skeletally diverse bi-, and tricyclic sultam derivatives (sulfonamide analogs) using norbornenyl sultam 272 as a core unit assembled by an intramolecular DielsAlder (IMDA) reaction via a domino ROM–RCM–CM cascade. Diversity has been incorporated by using various cross-metathesis partners (Scheme 56). Basso
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Published 07 Oct 2015
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