Without employing a photocatalyst or additive, a strategy has been developed for the visible-light-initiated regioselective sulfonylation/cyclization of 1,6-enynes in 2-methylTHF from sulfonyl chlorides under open-air conditions at room temperature.

Without employing any catalyst and base, an economical, practical, and efficient protocol has been first developed for the one-pot synthesis of various functionalized polycyclic γ-lactams from easily accessible ketones and 1,6enynes in the presence of oxone. This method proceeds through C(sp 3 )−H bond functionalization, acetmethylation, intramolecular cyclization, 1,5-H shift, radical cyclization, and hydrogen abstraction. This transformation features mild reaction conditions, broad substrate scope, good yields, and ease of scale-up. In addition, the experimental result indicates that this bicyclization transformation contains a radical process.

Key indicatorsSingle-crystal X-ray study T = 273 K Mean '(O±N) = 0.005 A Ê R factor = 0.013 wR factor = 0.029 Data-to-parameter ratio = 8.9For details of how these key indicators were automatically derived from the article, see Figure 1 ORTEPII plot (Johnson, 1976), showing the coordination environment of La III atoms and the connected mode of the nitrite anions in (I). Displacement ellipsoids are drawn at the 50% probability level.

The development of efficient and mild methods to assemble C–N bonds represents an important and appealing goal in modern synthetic chemistry.

Auf Biegen und Brechen: Ein Bruch der chiralen Symmetrie bei der Kristallisation intrinsisch chiraler, helicaler Koordinationspolymere gelingt durch die Einführung eines relativ stabilen Intermediats zur chemischen Steuerung der Keimbildungsgeschwindigkeit. Je weniger Kristallcluster gebildet werden, umso stärker ausgeprägt ist die Symmetriebrechung (siehe Bild).