Orthoamide. Part 60. N,N,N′,N′‐Tetraformylhydrazine — A Formylation Agent for Aromatic Compounds of Wide Scope.

Kantlehner, Willi; Haug, Erwin; Scherr, Oliver; Stoyanov, Edmont V.; Mezger, Jochen; Ziegler, Georg

doi:10.1002/chin.200436070

Search citation statements

Order By: Relevance

Paper Sections

Select...

Related Literature1

Introduction1

Citation Types

Supporting

Mentioning

Contrasting

Unclassified

Year Published

2007

2008

Publication Types

Select...

Article2

Relationship

Self Cite1

Independent1

Authors

Journals

Cited by 2 publications

(2 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…For biological evaluation, see: Cremlyn et al (1991). The compound is a formylating agent for aromatic compounds; see: Kantlehner et al (2004). When treated with cerium ammonium nitrate, the aldehyde is regenerated; see Giurg & Mlochowski (1999).…”

Section: Related Literaturementioning

confidence: 99%

Biphenyl-4-carbaldehyde azine

et al. 2008

View full text Add to dashboard Cite

show abstract

Section: Related Literaturementioning

confidence: 99%

Biphenyl-4-carbaldehyde azine

et al. 2008

View full text Add to dashboard Cite

show abstract

“…Mechanistische Studien zu derartigen Reaktionen liegen vor [20]. Schema 2. In mehreren Arbeiten sowie einem Übersichts-artikel [21] haben wir über Lewis-Säure-induzierte Aromatenformylierungen mit Hilfe von Triformamid (1) [22], Tris(diformylamino)methan ("Formyl-aalen") (2) [23] und N, N, N , N -Tetraformylhydrazin (3) [24] sowie Tris(dichlormethyl)amin (4) berichtet.…”

Section: Introductionunclassified

Orthoamide, LXIV [1]. Aromatenformylierungen mit Tris(dichlormethyl)amin und Oligoformylamin-Derivaten in Gegenwart von Supersäuren / Orthoamides, LXIV [1]. Formylation of Aromatic Compounds by Tris(dichloromethyl)amine and Oligoformylamine Derivatives in the Presence of Superacids

Kantlehner

Leonhardt

Ziegler

et al. 2007

Zeitschrift Für Naturforschung B

Self Cite

View full text Add to dashboard Cite

Tris(dichloromethyl)amine (4), triformamide (1) and tris(diformylamino)methane ("formylaalen") (2) can be activated by addition of trifluoromethanesulfonic acid. The formylating systems thus formed transform activated aromatic compounds, such as toluene, anisole or 2,4-dimethoxybenzene to the corresponding aldehydes. The formylating ability of systems from 4 and superacids, such as FSO 3 H, FSO 3 H/SbF 5 , C 4 F 9 SO 3 H, and mixtures of aluminum chloride with C 4 F 9 SO 3 H and chlorosulfonic acid, respectively, is compared. In general, low reaction temperatures (−20 to −10 • C) are necessary to obtain aldehydes with acceptable to good yields. Remarkably, at higher temperatures (∼ 100 • C) compound 4 can also act as a formylating agent in the presence of suitable zeolites, as e. g. zeolite HBEA. Reaction mechanisms of the new formylation reactions are proposed.

show abstract

Orthoamide. Part 60. N,N,N′,N′‐Tetraformylhydrazine — A Formylation Agent for Aromatic Compounds of Wide Scope.

Cited by 2 publications

References 1 publication

Biphenyl-4-carbaldehyde azine

Biphenyl-4-carbaldehyde azine

Orthoamide, LXIV [1]. Aromatenformylierungen mit Tris(dichlormethyl)amin und Oligoformylamin-Derivaten in Gegenwart von Supersäuren / Orthoamides, LXIV [1]. Formylation of Aromatic Compounds by Tris(dichloromethyl)amine and Oligoformylamine Derivatives in the Presence of Superacids

Contact Info

Product

Resources

About