Divergent Thio/Selenolactonization of Styrene-Type Carboxylic Acids and Amides: Synthesis of Chalcogenated Isobenzofuran-1 (3H)-ones and Isochroman-1-ones-Reference-Cited by-同舟云学术

Divergent Thio/Selenolactonization of Styrene-Type Carboxylic Acids and Amides: Synthesis of Chalcogenated Isobenzofuran-1 (3H)-ones and Isochroman-1-ones

Published:2022-04-18 Issue:13 Volume:33 Page:1266-1272
ISSN:0936-5214
Container-title:Synlett
language:en
Short-container-title:Synlett

Author:

Goutham Kommuru¹,Zhang Jingran²,Du Yunfei²,Zhao Kang¹,Ouyang Yaxin²

Affiliation:

1. State Key Laboratory of Microbial Technology, Shandong University

2. Tianjin Key Laboratory for Modern Drug Delivery and High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin University

Abstract

AbstractA divergent synthesis of isobenzofuran-1(3H)-one and 3,4-dihydroisochroman-1-one derivatives has been realized through the reaction of o-alkenyl benzoic acids/amides with PhICl2 and diphenyl disulfides/diselenides. Depending on the substitution type of the o-alkenyl benzoic acid or amide, this metal-free intramolecular oxychalcogenation approach regioselectively affords isobenzofuran-1(3H)-ones or 3,4-dihydroisochroman-1-ones through 5-exo-trig or 6-endo-trig cyclization processes, respectively.

Funder

National Key Research and Development Program of China

National Natural Science Foundation of China

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-1827-6915.pdf

Reference1 articles.

1. Drug Metabolism and Pharmacokinetics of Organosulfur Compounds from Garlic

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