An expedient stereoselective synthesis of spirocyclopropyl oxindoles from indolin-2-One/N-Protected indolin-2-ones and bromonitroalkenes

Suparna Roy, Kwunmin Chen

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

A direct and much simpler way was developed for the diastereoselective synthesis of spiro cyclopropan- 1,3-oxindoles from indolin-2-one/N-protected indolin-2-ones and bromonitroalkene. The fused restrained cyclopropanes were obtained with high diastereomeric ratios (upto >99:1) and in reasonable to high isolated chemical yields (upto 94%).

Original languageEnglish
Pages (from-to)597-604
Number of pages8
JournalJournal of the Chinese Chemical Society
Volume60
Issue number6
DOIs
Publication statusPublished - 2013 Jun 1

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Cyclopropanes
indolin-2-one
oxindole

Keywords

  • Bromonitroalkene
  • Cyclopropanation
  • Diastereoselectivity.
  • Oxindole

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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title = "An expedient stereoselective synthesis of spirocyclopropyl oxindoles from indolin-2-One/N-Protected indolin-2-ones and bromonitroalkenes",
abstract = "A direct and much simpler way was developed for the diastereoselective synthesis of spiro cyclopropan- 1,3-oxindoles from indolin-2-one/N-protected indolin-2-ones and bromonitroalkene. The fused restrained cyclopropanes were obtained with high diastereomeric ratios (upto >99:1) and in reasonable to high isolated chemical yields (upto 94{\%}).",
keywords = "Bromonitroalkene, Cyclopropanation, Diastereoselectivity., Oxindole",
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T1 - An expedient stereoselective synthesis of spirocyclopropyl oxindoles from indolin-2-One/N-Protected indolin-2-ones and bromonitroalkenes

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AU - Chen, Kwunmin

PY - 2013/6/1

Y1 - 2013/6/1

N2 - A direct and much simpler way was developed for the diastereoselective synthesis of spiro cyclopropan- 1,3-oxindoles from indolin-2-one/N-protected indolin-2-ones and bromonitroalkene. The fused restrained cyclopropanes were obtained with high diastereomeric ratios (upto >99:1) and in reasonable to high isolated chemical yields (upto 94%).

AB - A direct and much simpler way was developed for the diastereoselective synthesis of spiro cyclopropan- 1,3-oxindoles from indolin-2-one/N-protected indolin-2-ones and bromonitroalkene. The fused restrained cyclopropanes were obtained with high diastereomeric ratios (upto >99:1) and in reasonable to high isolated chemical yields (upto 94%).

KW - Bromonitroalkene

KW - Cyclopropanation

KW - Diastereoselectivity.

KW - Oxindole

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JO - Journal of the Chinese Chemical Society

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