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

DOI: 10.1055/a-1385-2385

Source and publish data:

Synlett p. 901 - 904 (2021)

Update date:2022-08-03

Topics:

Authors:

Jacob, Anu

Barkawitz, Philip

Andreev, Ivan A.

Ratmanova, Nina K.

Trushkov, Igor V.

Werz, Daniel B.

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Article abstract of DOI:10.1055/a-1385-2385

An 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) ₃delivers the desired products in good to excellent yields. A broad range of functional groups is tolerated during this process.

Full text of DOI:10.1055/a-1385-2385

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Product name:methyl 2-amino-5-(4-bromophenyl)-4,5-dihydrothiophene-3-carboxylate

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