01527nas a2200181 4500008004100000022001400041245012400055210006900179260000900248300001400257490000700271520084800278100001701126700002001143700002401163700002601187856013201213 2024 eng d a1359-734500a2,3-Difunctionalization of quinones: a gold-catalyzed cascade approach for trifluoromethyl-amination or sulfoximination0 a23Difunctionalization of quinones a goldcatalyzed cascade approa cAUG  a9598-96010 v603 a

A one-pot domino protocol employing gold(i) catalysis has been developed for the cascade trifluoromethyl-amination/sulfoximination of quinones. Togni I serves as the trifluoromethyl installing precursor, while amine or sulfoximine serves as the aminating source. Preliminary investigations suggest a mutual activation of Togni I and the amine precursor, facilitating the facile difunctionalization of quinones with excellent regioselectivity. Extensive substrate scope exploration demonstrates moderate to good yields of difunctionalized products. Application to the natural product Juglone highlights its potential for late-stage modifications in medicinal chemistry and drug discovery. A one-pot domino protocol employing gold(i) catalysis has been developed for the cascade trifluoromethyl-amination/sulfoximination of quinones.

1 aSharma, Alpa1 aGovande, Vijaya1 aMahajan, Shivangani1 aSawant, Sanghapal, D. uhttps://library.ncl.res.in/content/23-difunctionalization-quinones-gold-catalyzed-cascade-approach-trifluoromethyl-amination-or01443nas a2200157 4500008004100000022001400041245014800055210006900203260000900272300001600281490000600297520080300303100002401106700002601130856012901156 2024 eng d a2470-134300aC-H functionalization of imidazo[1,5-a]pyridines: a metal-free approach for methylene insertion to access C(sp2)-C(sp3)-H-C(sp2) bond formation0 aCH functionalization of imidazo15apyridines a metalfree approach cDEC  a49071-490800 v93 a

Formaldehyde has been used as a solvent and a source of carbon to insert a methylene group for bridging two imidazo[1,5-a]pyridine molecules without using any metal catalysis. This strategy has been extended on other alkyl-, aryl-, and heteroaryl aldehydes as well. This C(sp2)-C(sp3)-H-C(sp2) bond forming reaction proceeds via C(sp2)H functionalization of imidazo[1,5-a]pyridine and was applied on a wide range of substrates offering moderate to good yields of methylene-bridged/inserted bis-imidazo[1,5-a]pyridines. Most importantly, as an application, the bis-heteroarene product has been demonstrated as a ligand. The ligand-like behavior of bis-imidazo[1,5-a]pyridines has been demonstrated as an extension of current methodology. This reaction works well at the gram scale level.

1 aMahajan, Shivangani1 aSawant, Sanghapal, D. uhttps://library.ncl.res.in/content/c-h-functionalization-imidazo15-apyridines-metal-free-approach-methylene-insertion-access01310nas a2200181 4500008004100000022001400041245018100055210006900236260000800305300001400313490000700327520058500334100002400919700001900943700001900962700002600981856012101007 2025 eng d a1359-734500aInterrupted borrowing hydrogen strategy enabled aminomethylation and direct cross-dehydrogenative coupling strategy enabled dicarbonylation reactions of imidazo[1,5-a]pyridines0 aInterrupted borrowing hydrogen strategy enabled aminomethylation cFEB a3021-30240 v613 a

Herein, we disclose the development of novel aminomethylation and dicarbonylation reactions of imidazo[1,5-a]pyridines. The developed aminomethylation strategy involves a Pd-catalyzed interrupted borrowing hydrogen strategy by utilizing MeOH as the methylene source. A wide variety of imidazo[1,5-a]pyridines and secondary amines were explored for the developed strategy. The established imidazo[1,5-a]pyridine dicarbonylation strategy involves a catalyst/additive-free direct cross-dehydrogenative coupling reaction between imidazo[1,5-a]pyridines and 2-oxoaldehydes.

1 aMahajan, Shivangani1 aBag, Debojyoti1 aKour, Harpreet1 aSawant, Sanghapal, D. uhttps://library.ncl.res.in/content/interrupted-borrowing-hydrogen-strategy-enabled-aminomethylation-and-direct-cross