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author:

Feng, Qiang (Feng, Qiang.) [1] | Wang, Shihui (Wang, Shihui.) [2] | Ma, Xingxing (Ma, Xingxing.) [3] | Rao, Changqing (Rao, Changqing.) [4] | Song, Qiuling (Song, Qiuling.) [5]

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Abstract:

The strategy toward the synthesis of various 1,3-dienals or 1,3-dienones is disclosed between diazo compounds and furans, which features metal-free, additive-free, broad functional group tolerance, and readily accessible starting materials. Notably, this strategy is applicable in both intramolecular and intermolecular protocols. Mechanistic studies suggested that the reactions undergo a cyclopropanation/rearrangement sequence. With an E/E-1,3-dienal, corresponding N-tosylhydrazones were readily prepared and subjected to phenylboronic acid to form a double bond migration product and indoles to construct a five-member ring via [3 + 2] annulation reaction. [Figure not available: see fulltext.] © 2022, Science China Press and Springer-Verlag GmbH Germany, part of Springer Nature.

Keyword:

Ketones

Community:

  • [ 1 ] [Feng, Qiang]Institute of Next Generation Matter Transformation, College of Material Sciences & Engineering, Huaqiao University, Xiamen; 361021, China
  • [ 2 ] [Wang, Shihui]Institute of Next Generation Matter Transformation, College of Material Sciences & Engineering, Huaqiao University, Xiamen; 361021, China
  • [ 3 ] [Ma, Xingxing]Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry, Fuzhou University, Fuzhou; 350108, China
  • [ 4 ] [Rao, Changqing]Institute of Next Generation Matter Transformation, College of Material Sciences & Engineering, Huaqiao University, Xiamen; 361021, China
  • [ 5 ] [Song, Qiuling]Institute of Next Generation Matter Transformation, College of Material Sciences & Engineering, Huaqiao University, Xiamen; 361021, China
  • [ 6 ] [Song, Qiuling]Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry, Fuzhou University, Fuzhou; 350108, China
  • [ 7 ] [Song, Qiuling]School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang; 453007, China

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Source :

Science China Chemistry

ISSN: 1674-7291

Year: 2022

Issue: 5

Volume: 65

Page: 912-917

9 . 6

JCR@2022

1 0 . 4 0 0

JCR@2023

ESI HC Threshold:74

JCR Journal Grade:1

CAS Journal Grade:2

Cited Count:

WoS CC Cited Count:

SCOPUS Cited Count: 1

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 0

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