Insertion ofN-Tosylacetimidates/Acetimidamides onto Arynes via [2 + 2] Cycloaddition

Kranthikumar, Ramagonolla ; Chegondi, Rambabu ; Chandrasekhar, Srivari (2016) Insertion ofN-Tosylacetimidates/Acetimidamides onto Arynes via [2 + 2] Cycloaddition The Journal of Organic Chemistry, 81 (6). pp. 2451-2459. ISSN 0022-3263

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Official URL: http://doi.org/10.1021/acs.joc.5b02907

Related URL: http://dx.doi.org/10.1021/acs.joc.5b02907

Abstract

A novel insertion reaction of N-tosylacetimidates and N-tosylacetimidamides onto arynes via a benzocyclobutene intermediate followed by ring cleavage is developed to afford o-benzylbenzoic acid derivatives in good yields. Interestingly, the use of cyclic 2-sulfonyliminoindolines provided two distinct products such as azepanimines via [2 + 2] cycloaddition and indolamines via protonation based on solvent medium.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society
ID Code:131313
Deposited On:06 Dec 2022 09:58
Last Modified:06 Dec 2022 09:58

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