Aliphatic Nitrile Template Enabled -C-H Olefination of Indene Enoate Esters under Microwave Accelerating Conditions.

Site-selective activation of a particular remote C-H bond in molecules with multiple C-H bonds remains challenging in organic synthesis. In addition, evolving such transformations via the utilization of unconventional techniques is highly desirable. We demonstrated hitherto unexplored double bond geometry-guided and end-on nitrile-template-assisted -C-H functionalization of indene enoate esters under microwave-accelerated conditions.

Access to distal -C-H functionalization of arylmethanesulfonic acid derivatives.

Herein, we report the -C-H olefination of arylmethanesulfonates aided by a potentially versatile aliphatic nitrile-directing group under microwave irradiation conditions with fair to very good yields and good to outstanding regioselectivities. Significantly, the protocol showed broad substrate scope including olefin-derived drugs and cyclic olefins. Remarkably, a dual -C-H bond was amenable to generating the bis-olefination products.

Functionalization of arylacetic acids directing-group-assisted remote -C-H activation.

Herein, we report the first microwave-assisted remote-C-H functionalization aided by a simple nitrile directing template. Notably, the present protocol showed a broad substrate scope enabling -C-H arylation, acetoxylation, and cyanation. Significantly, the microwave-accelerated -C-H functionalization was effective with short reaction times without compromising yields and site selectivity.