Straightforward Novel One-Pot Enaminone and Pyrimidine Syntheses by Coupling-Addition-Cyclocondensation Sequences
作者:Thomas J. Müller、Alexei S. Karpov
DOI:10.1055/s-2003-42480
日期:——
The coupling of acid chlorides 1 with terminal alkynes 2using only one equivalent (!) of triethylamine under Sonogashira conditions followed by subsequent addition of primary or secondary amines 4 to the intermediate alkynones 3 represents a straightforward one-pot three component access to enaminones 5 undermildconditions and in excellent yields. Furthermore, 2,4-di- and 2,4,6-trisubstituted pyrimidines
Trisulfur-Radical-Anion-Triggered C(sp<sup>2</sup>)–H Amination of Electron-Deficient Alkenes
作者:Khang X. Nguyen、Phuc H. Pham、Thao T. Nguyen、Chou-Hsun Yang、Hoai T. B. Pham、Tung T. Nguyen、Haobin Wang、Nam T. S. Phan
DOI:10.1021/acs.orglett.0c03846
日期:2020.12.18
A trisulfur-radical-anion (S3̇–)-triggered C(sp2)–Hamination of α,β-unsaturated carbonyl derivatives with simple amines has been demonstrated. This protocol provides convenient access to a variety of synthetically valuable N-unprotected and secondary β-enaminones with absolute Z selectivity and tertiary β-enaminones with E selectivity. Mechanistic probe and electronic structure theory calculations
Reaction of Arynes with Vinylogous Amides: Nucleophilic Addition to the <i>ortho</i>-Quinodimethide Intermediate
作者:Ran Li、Xuemei Wang、Zhibin Wei、Chunrui Wu、Feng Shi
DOI:10.1021/ol4018968
日期:2013.9.6
The reaction of arynes with vinylogous amides containing no free N-H bonds proceeds in a [2 + 2] cycloaddition fashion at ambient temperature. The electronic properties of the vinylogous amides allow for the cycloadducts undergoing a facile ring-opening process, leading to electronically biased ortho-quinodimethide intermediates. Subsequent nucleophilic addition with alcohols affords 2-substituted benzaldehydes or ketones.
SHESTOPALOV, A. M.;RODINOVSKAYA, L. A.;SHARANIN, YU. A.;LITVINOV, V. P., ZH. OBSHCH. XIMII, 58,(1988) N 4, 840-848
作者:SHESTOPALOV, A. M.、RODINOVSKAYA, L. A.、SHARANIN, YU. A.、LITVINOV, V. P.
DOI:——
日期:——
SINGER B.; MAAS G., CHEM. BER., 120,(1987) N 4, 485-495