Tying a knot between crown ethers and porphyrins

• Maksym Matviyishyn and
• Bartosz Szyszko

Beilstein J. Org. Chem. 2023, 19, 1630–1650, doi:10.3762/bjoc.19.120

• revealed a distorted ruffled molecule with a macrocycle incorporating a pyrroloindole subunit formed through the fusion between the para-phenylene ring and the pyrrolic nitrogen. 42 demonstrated fluorophore behaviour with relatively large fluorescence quantum yields of 10–20% and singlet state lifetimes of

• single crystal XRD. Compound 43 formed stable cation radicals upon adding different oxidising agents, such as AgSbF6, TFA, and CuCl2. The cation radicals showed relative stability and remained undeteriorated on air for over a week. The crowned porphyrinoids incorporating two pyrroloindole units 44 were

• also synthesised (Scheme 11) [134]. The electrochemical studies demonstrated low oxidation potentials, and similarly to previously described systems incorporating a single pyrroloindole unit, compound 44 underwent single-electron oxidation forming stable cation radicals. Ravikanth and co-workers have

Simple synthesis of pyrrolo[3,2-e]indole-1-carbonitriles

• Adam Trawczyński,
• Robert Bujok,
• Zbigniew Wróbel and
• Krzysztof Wojciechowski

Beilstein J. Org. Chem. 2013, 9, 934–941, doi:10.3762/bjoc.9.107

• position 2 with electron-withdrawing groups. Keywords: alkylation; ketones; nitriles; pyrroloindole; reduction; trimethylchlorosilane; Introduction Indole and its analogues bearing condensed arene and heteroarene rings are privileged structures amongst biologically active compounds. The 1,2

A review of new developments in the Friedel–Crafts alkylation – From green chemistry to asymmetric catalysis

• Magnus Rueping and
• Boris J. Nachtsheim

Beilstein J. Org. Chem. 2010, 6, No. 6, doi:10.3762/bjoc.6.6

• the indole moiety, this method led to a convenient stereoselective synthesis of a highly substituted pyrroloindole framework 74 (Scheme 30); however, equimolar amounts of triethylborane were necessary. An improved FC allylation of indoles with allyl alcohols was developed recently by Breit et al

Mitomycins syntheses: a recent update

• Jean-Christophe Andrez

Beilstein J. Org. Chem. 2009, 5, No. 33, doi:10.3762/bjoc.5.33

• reagent, N-phenylselenophthalimide (N-PSP) [83][84]. The attack of this reagent upon the double bond led to indoline 81 which underwent a second alkylation to generate the complete pyrroloindole system 82. It is noteworthy that the cyclization reaction was completely stereospecific. Indeed, one could