ChemInform Abstract: Synthesis of Aryl Halomethylated Unsaturated Iminolactones (IV)

Zonouzi, Afsaneh; Rahmani, Hossein; Biniaz, Mojtaba; Izakian, Zakieh; Ng, Seik Weng

doi:10.1002/chin.201202102

Cited by 1 publication

(3 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In continuation of our research in the field of organic compounds, [ 5 ] and our quest to develop novel synthetic approaches of chromene derivatives, [ 6 ] herein we wish to report a new approach for the synthesis of fused 2,8‐dioxabicyclo[3.3.1]nonane to barbituric acid moiety via a domino reaction without using any expensive catalyst. In brief, chromene derivatives 2 are initially produced by condensation of 2‐hydroxy benzaldehydes 1 and 2,4‐pentandione (acetylacetone) [ 6a ] then used as starting material to condense with barbituric and thio barbituric acid 3 , which yields compounds 4 in a one‐pot manner. In Scheme 1, synthetic method and the evaluated V‐shape X‐ray structure of the final product have been shown.…”

Section: Introductionmentioning

confidence: 99%

“…In the present research, 2 H ‐chromene 2 was characterized as an intermediate; we have already reported a simple procedure for the synthesis of 2 using 2‐hydroxy benzaldehydes 1 and acetylacetone in the presence of piperidine base in CH 2 Cl 2 as solvent. [ 6a ] In order to optimize the procedure and propose the mechanism, synthesis of 4a using 2 H ‐chromene 2a and barbituric acid 3a has been considered; the results are summarized in Table 1.…”

Section: Introductionmentioning

confidence: 99%

“…If 2 H ‐chromenes are indeed the intermediates for the bridged structure 4 , it can be postulated that the reaction would proceed in a one pot manner using DBU; this can be regarded as a further development of our previously reported approach (the base we used in ref. [6a] was piperidine). Therefore, we tried the synthesis of 2 H ‐chromenes using DBU, which has been previously utilized for chromene synthesis) [ 16 ] in CH 2 Cl 2 and fortunately, DBU proved to act even better (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Efficient synthesis of some V‐shaped methylene‐bridged compounds via regioselective condensation

Zonouzi

Hosseinzadeh

Dehdari

et al. 2021

J Chinese Chemical Soc

Self Cite

View full text Add to dashboard Cite

A number of new stable methanobenzo [7,8][1,3] dioxocino [4,5-d]pyrimidine-1,3 (2H)-dione derivatives (4a-l) were synthesized using a simple one-pot procedure with considerable efficiency. Reaction parameters were further optimized in order to achieve a single-product procedure. Plausible routes for reaction progress were investigated and it was proved that the reaction goes through regioselective condensation yielding an interesting V-shaped structure. Spectral data of all products under study were used to elucidate the chemical structure and X-ray structure analysis was performed to unambiguously prove the proposed structure for 4c.

show abstract

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%