Synthesis of 2‐Aryl‐2,3‐dihydro‐3‐sulfanyl‐1 H ‐isoindol‐1‐ones by  Pummerer ‐Type Cyclization of  N ‐Aryl‐2‐(sulfinylmethyl)benzamides | Zendy

Kobayashi Kazuhiro | Zendy; Hashimoto Hiroo | Zendy; Suzuki Teruhiko | Zendy; Konishi Hisatoshi | Zendy

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Synthesis of 2‐Aryl‐2,3‐dihydro‐3‐sulfanyl‐1 H ‐isoindol‐1‐ones by Pummerer ‐Type Cyclization of N ‐Aryl‐2‐(sulfinylmethyl)benzamides

Author(s) -

Kobayashi Kazuhiro,

Hashimoto Hiroo,

Suzuki Teruhiko,

Konishi Hisatoshi

Publication year - 2011

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.201100204

Subject(s) - chemistry , sulfanyl , aryl , pummerer rearrangement , benzoates , medicinal chemistry , stereochemistry , organic chemistry , acetic anhydride , alkyl , catalysis

An efficient method for the synthesis of 2‐aryl‐2,3‐dihydro‐3‐sulfanyl‐1 H ‐isoindol‐1‐ones 1 via Pummerer ‐type cyclization of N ‐aryl‐2‐(sulfinylmethyl)benzamides 2 is described. Thus, treatment of these sulfinyl‐benzamides 2 , easily prepared from 2‐(bromomethyl)benzoates 3 in three steps, with Ac 2 O at ca. 100° resulted in the formation of the desired isoindolones 1 in generally good yields.

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