(3+2)-Cycloaddition of Donor–Acceptor Cyclopropanes with Thiocyanate: A Facile and Efficient Synthesis of 2-Amino-4,5-dihydrothiophenes-Reference-Cited by-同舟云学术

(3+2)-Cycloaddition of Donor–Acceptor Cyclopropanes with Thiocyanate: A Facile and Efficient Synthesis of 2-Amino-4,5-dihydrothiophenes

Published:2021-02-07 Issue:09 Volume:32 Page:901-904
ISSN:0936-5214
Container-title:Synlett
language:en
Short-container-title:Synlett

Author:

Werz Daniel B.¹,Jacob Anu¹,Barkawitz Philip¹,Andreev Ivan A.²³,Ratmanova Nina K.²,Trushkov Igor V.²³

Affiliation:

1. Technische Universität Braunschweig, Institute of Organic Chemistry

2. Dmitry Rogachev National Medical Research Center of Pediatric Hematology, Oncology and Immunology

3. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Abstract

AbstractAn easy and efficient route to obtain 2-amino-4,5-dihydrothiophenes is presented. A formal (3+2)-cycloaddition of donor–acceptor cyclopropanes and ammonium thiocyanate catalyzed by Yb(OTf)3 delivers the desired products in good to excellent yields. A broad range of functional groups is tolerated during this process.

Funder

Deutscher Akademischer Austausch Dienst Kairo

Publisher

Georg Thieme Verlag KG

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-1385-2385.pdf

Reference7 articles.

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4. An Expeditious Route to trans‐Configured Tetrahydrothiophenes Enabled by Fe(OTf)₃‐Catalyzed [3+2] Cycloaddition of Donor–Acceptor Cyclopropanes with Thionoesters

5. Thiourea participation in [3+2] cycloaddition with donor–acceptor cyclopropanes: a domino process to 2-amino-dihydrothiophenes

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