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Cyclization and Cycloisomerization of π-Tethered Ynamides: An Expedient Synthetic Method to Construct Carbo- and Heterocycles

Journal

SYNLETT
Volume 28, Issue 19, Pages 2539-2555

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1590877

Keywords

ynamides; cycloisomerization; cycloaddition; ring-closing metathesis; cyclopropanation; carbenes; radical cyclization; heterocycles

Funding

  1. UGC, New Delhi
  2. DST, New Delhi
  3. CEFIPRA [5505-2]
  4. CSIR India

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Stable ynamides are used for the development of novel synthetic transformations and the construction of unusual carbo/heterocycles. The intramolecular cyclization of -tethered alkene/alkyne/allene-ynamides is studied extensively for the fabrication of a wide range of molecular scaffolds for various applications. The ketene-acetal/aminal generated in situ from -tethered ynamides participates in intramolecular cyclization/cycloisomerization processes to yield N-bearing fused heterocycles. This account summarizes the scientific merits and the advances made in cyclization and cycloisomerization strategies for stable -tethered alkene/alkyne/allene-ynamides. 1 Introduction 2-Tethered Ynamides 3 Alkene-Tethered Ynamides 4 Alkyne-Tethered Ynamides 5 Allene-Tethered Ynamides 6 Concluding Remarks

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