Research output: Contribution to journal › Article › peer-review
Selective Synthesis of 2-Methylidenepyrrol-3-Ones from Diynones and Amines. / Pankova, Alena S.; Cherepanova, Nadezhda D.; Golubev, Pavel; Kuznetsov, Mikhail A.
In: Chemistry of Heterocyclic Compounds, Vol. 55, No. 7, 15.07.2019, p. 672-675.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Selective Synthesis of 2-Methylidenepyrrol-3-Ones from Diynones and Amines
AU - Pankova, Alena S.
AU - Cherepanova, Nadezhda D.
AU - Golubev, Pavel
AU - Kuznetsov, Mikhail A.
N1 - статья
PY - 2019/7/15
Y1 - 2019/7/15
N2 - [Figure not available: see fulltext.] Addition of primary amines to 1-phenyl-5-trimethylsilylpenta-1,4-diyn-3-one with subsequent cyclization affords 5-phenyl-2-(trimethylsilylmethylidene)-1,2-dihydro-3H-pyrrol-3-ones. Both electron-rich and electron-deficient anilines and alkyl amines provide regio- and stereoselective formation of single product in high yields. The two-step transformation benefits from full atom economy, operational simplicity, and no need for additives and catalysts.
AB - [Figure not available: see fulltext.] Addition of primary amines to 1-phenyl-5-trimethylsilylpenta-1,4-diyn-3-one with subsequent cyclization affords 5-phenyl-2-(trimethylsilylmethylidene)-1,2-dihydro-3H-pyrrol-3-ones. Both electron-rich and electron-deficient anilines and alkyl amines provide regio- and stereoselective formation of single product in high yields. The two-step transformation benefits from full atom economy, operational simplicity, and no need for additives and catalysts.
KW - alkynes, diynones, enamines, pyrrolones, cyclization
UR - http://www.scopus.com/inward/record.url?scp=85070103496&partnerID=8YFLogxK
U2 - 10.1007/s10593-019-02515-4
DO - 10.1007/s10593-019-02515-4
M3 - Article
AN - SCOPUS:85070103496
VL - 55
SP - 672
EP - 675
JO - Chemistry of Heterocyclic Compounds
JF - Chemistry of Heterocyclic Compounds
SN - 0009-3122
IS - 7
ER -
ID: 61635151