An efficient synthesis of new fluorinated uracil derivativesElectronic supplementary information (ESI) available: general procedures for the preparation of compounds 3, 6 ,7, 8 and 9. See http://www.rsc.org/suppdata/cc/b3/b300796k/

Abstract

A series of potentially biologically active fluorinated uracil derivatives has been prepared in three steps from oxazolines and fluorinated nitriles with good chemical yields.

Role of the gem-Difluoro Moiety in the Tandem Ring-Closing Metathesis−Olefin Isomerization: Regioselective Preparation of Unsaturated Lactams

“…As part of our ongoing project directed toward the preparation of fluorinated nitrogen heterocycles, we planned to use a ring-closing metathesis reaction as the key step in the preparation of new fluorinated lactams. Our initial approach for the preparation of seven-membered fluorinated lactams 5 was quite simple: as starting materials for the RCM reaction we synthesized several diolefinic tertiary amides 4 (Scheme ), which were easily prepared either through N -allylation of the corresponding secondary fluorinated amides or reaction of 2,2-difluoro-4-pentenoic acid with secondary allylic amines…”

Synthesis of Tri‐ or Tetrasubstituted Pyrimidine Derivatives through the [5+1] Annulation of Enamidines with either N,N‐Dimethylformamide Dialkyl Acetals or Orthoesters and Their Application in a Ring Transformation of Pyrimidines to Pyrido[2,3‐d]pyrimidin‐5‐one Derivatives

“…A variety of approaches for the synthesis of pyrimidine derivatives have been developed by a number of organic and pharmaceutical chemists. [1,[8][9][10][11] Most general synthetic routes to the pyrimidine framework utilize one of the following procedures (Scheme 2): i) [3+3] annulation between an N À C À N and a C À C À C fragment (known as the Pinner-type synthesis; [12] path a), [13,14] or between a C À C À N and a C À N À C fragment (path b); [15] ii) [4+2] annulation of a C À C À N À C fragment with a C À N fragment (path c), [16] a C À C À C À N fragment with a C À N fragment (path d), [17] or a C À NÀCÀN fragment with a CÀC fragment (path e); [18] and iii) [5+1] annulation of a NÀCÀCÀCÀN fragment with a C1 unit (path f), [19] or of a CÀNÀCÀCÀC fragment with an N1 unit (path g). [20] To our knowledge, the [5+1] annulation of a C À C À N À C À N fragment with a C1 unit has not yet been studied (path h).…”

A Regioselective Synthesis of 6-Alkyl- and 6-Aryluracils by Cs2CO3- or K3PO4-Promoted Dimerization of 3-Alkyl- and 3-Aryl-2-Propynamides

“…Trace amounts of these toxic stannane and palladium impurities should be avoided in biological and pharmacological applications. Photochemical and heterocyclization reactions (HCRs) − have also been reported as tools to construct C-substituted uracils. Classic heterocyclization condensation reactions by Davidson et al and Schwartz et al have long been used to construct certain uracil skeletons.…”