𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Aerobic epoxidation and hydroxylation of a pyrrolo[2,1-b]quinazoline under ambient conditions

✍ Scribed by Ryan A. Hawkins; Chad E. Stephens

Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
226 KB
Volume
51
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

A pyrrolo[2,1-b]quinazoline has been found to undergo both epoxidation and hydroxylation on the pyrrole nucleus upon simple exposure of an acetone solution to air or oxygen. The oxygenation reaction occurs most readily when the starting compound contains a t-butyl ester at the 3-position, compared to a cyano or phenylsulfonyl. The structure of the product has been confirmed by X-ray crystal analysis.

📜 SIMILAR VOLUMES

The madelung synthesis of dihydro-1H-pyr
The madelung synthesis of dihydro-1H-pyrrolo- and tetrahydropyrido[1,2-a]- indoles under mild conditions
✍ W. Verboom; H.J. Berga; W.P. Trompenaars; D.N. Reinhoudt 📂 Article 📅 1985 🏛 Elsevier Science 🌐 French ⚖ 299 KB

BenaeneacetonitriZes substituted with lactam moieties in the ortho-position cyclize under the influence of a base, dependent on the ring-size of the lactam function, to dihydropyrrolo-, tetrahydropyridoCl,Z-a]indoZe or dihydro-l-benzazepin derivatives, respectively.

Catalytic aerobic oxidation of 2-chloroe
Catalytic aerobic oxidation of 2-chloroethyl ethylsulfide, a mustard simulant, under ambient conditions: Effect of solvents, ligands, and transition metals on reactivity
✍ Eric Boring; Yurii V. Geletii; Craig L. Hill 📂 Article 📅 2001 🏛 Elsevier Science 🌐 English ⚖ 164 KB

The complexes Au(III)(Hal) 2 (NO x )(L), Hal = Cl -or Br -, NO x = NO 3 -or NO 2 -, L = thioether, catalyze the selective aerobic sulfoxidation of thioethers, including the mustard simulant 2-chloroethyl ethyl sulfide (CEES), by dioxygen (stoichiometry: CEES+0.5O 2 → CEESO) under ambient conditions

A new dimerization reaction producing 2-
A new dimerization reaction producing 2-amino-9-oxopyrrolo-[2,1-b]quinazoline-1-carbonitriles and analogous pyrrolo-[1,2-a]thieno[3,2-d] pyrimidinecar bonitriles
✍ Michael Gütschow; James C. Powers 📂 Article 📅 2001 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 68 KB

## Abstract A series of 2‐alkylthio‐4‐oxo‐3‐quinazolineacetonitriles **4** and 2‐alkylthio‐4‐oxothieno[3,2‐__d__]pyrimidine‐3‐acetonitriles **8** was prepared. Upon treatment with sodium hydride, compounds **4** and **8** react to give 2‐amino‐4,9‐dihydro‐9‐oxopyrrolo[2,1‐__b__]quinazoline‐1‐carbon