Sulfur-containing scaffold, as aubiquitous structural motif, has been frequently used in natural products, bioactive chemicals and pharmaceuticals, particularly CÀS/NÀS bonds are indispensable in many biological importantc ompounds and pharmaceuticals. Development of mild and general methods for CÀS/NÀSb onds formation hasg reat significance in modern research. Iodine and its derivativesh ave been recognizeda si nexpensive,e nvironmentally benign and easy-handled catalysts or reagents to promote the construction of CÀS/NÀSb onds under mild reactionc onditions, with good regioselectivities andb road substrate scope.E specially based on this, severaln ew strategies, such as oxidation relay strategy,havebeen greatlydeveloped and accelerated the advancement of this field. This review focuses on recent advances in iodine and its derivatives promoted hybridized CÀS/NÀSbonds formation.The features and mechanisms of corresponding reactions are summarized and the results of some cases are compared with those of previous reports. In addition, the future of this domain is discussed.

Transition-metal-catalyzed alkylation of (hetero)arenes with three-membered carbo-/heterocycles involving C−H activation and ring scission has been greatly developed over the past few years. The chelation-assisted strategies for controlling the reactivity and site selectivity in these protocols include the use of nitrogen-containing directing groups, pre-existing functional groups, and a Catellani-type intermediate, thereby providing rapid access to numerous oxygen-or nitrogen-containing heterocyclic ring systems. This review gives an update in the area of various catalytic methodologies and applications in the total synthesis of natural products involving these three-membered rings as alkylating reagents, which are classified into the following three categories on the basis of the employed directing strategies: (i) directed by nitrogen-containing directing groups, (ii) directed by pre-existing groups, and (iii) directed by aryl-NBE intermediates (Catellani-type cascade reaction).

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Total synthesis of the isochroman natural product (–)-berkelic acid.