Rhodium-Catalyzed Cycloadditions between 3‑Diazoindolin-2-imines and 1,3-Dienes

Azepino­[2,3-<i>b</i>]­indoles were regioselectively prepared through rhodium-catalyzed formal aza-[4 + 3] cycloaddition between 3-diazoindolin-2-imines and 1,3-dienes in moderate to good yields. Using 2-[(trimethylsilyl)­oxy]-1,3-butadiene as the diene component, azepino­[2,3-<i>b</i>]­indol-4­(1<i>H</i>)-ones were constructed. Furthermore, the reactions of cyclic dienes, such as 1,3-cyclohexadiene and 1,3-cyclopentadiene, furnished the corresponding [3 + 2] cycloaddition products

4‑Diazoisochroman-3-imines: A Class of Metal Carbene Precursors for the Synthesis of Isochromene Derivatives

4-Diazoisochroman-3-imines were investigated for their synthetic applications as a new class of metal carbene precursors. Under the catalysis from a Rh­(II) complex, this class of α-diazo imidates reacted with alkenes and conjugated dienes through a formal [2 + 1] (i.e., cyclopropanation) or [4 + 3] cycloaddition to furnish spiro­[cyclopropane-1,4′-isochroman]-3′-imines and tetrahydroisochromeno­[3,4-<i>b</i>] azepines, respectively. When Rh­(II)/AgOTf was used as cocatalyst, the formal [3 + 2] cycloaddition of 4-diazoisochroman-3-imines with terminal alkynes took place, leading to the synthesis of 2-aryl-3,5-dihydroisochromeno­[3,4-<i>b</i>]­pyrroles

Rhodium-Catalyzed Cycloadditions between 3‑Diazoindolin-2-imines and 1,3-Dienes

Azepino­[2,3-<i>b</i>]­indoles were regioselectively prepared through rhodium-catalyzed formal aza-[4 + 3] cycloaddition between 3-diazoindolin-2-imines and 1,3-dienes in moderate to good yields. Using 2-[(trimethylsilyl)­oxy]-1,3-butadiene as the diene component, azepino­[2,3-<i>b</i>]­indol-4­(1<i>H</i>)-ones were constructed. Furthermore, the reactions of cyclic dienes, such as 1,3-cyclohexadiene and 1,3-cyclopentadiene, furnished the corresponding [3 + 2] cycloaddition products

TfOH-Catalyzed Reaction between 3‑Diazoindolin-2-imines and Electron-Rich Arenes: Access to 3‑Aryl-2-aminoindoles

TfOH-catalyzed reactions between 3-diazoindolin-2-imines and electron-rich arenes were disclosed. These metal-free reactions furnished 3-aryl-2-aminoindoles in moderate to excellent yields with the tolerance of a broad range of functional groups

Rhodium-Catalyzed Cycloadditions between 3‑Diazoindolin-2-imines and 1,3-Dienes

Azepino­[2,3-<i>b</i>]­indoles were regioselectively prepared through rhodium-catalyzed formal aza-[4 + 3] cycloaddition between 3-diazoindolin-2-imines and 1,3-dienes in moderate to good yields. Using 2-[(trimethylsilyl)­oxy]-1,3-butadiene as the diene component, azepino­[2,3-<i>b</i>]­indol-4­(1<i>H</i>)-ones were constructed. Furthermore, the reactions of cyclic dienes, such as 1,3-cyclohexadiene and 1,3-cyclopentadiene, furnished the corresponding [3 + 2] cycloaddition products

Rhodium-Catalyzed Cycloadditions between 3‑Diazoindolin-2-imines and 1,3-Dienes

Azepino­[2,3-<i>b</i>]­indoles were regioselectively prepared through rhodium-catalyzed formal aza-[4 + 3] cycloaddition between 3-diazoindolin-2-imines and 1,3-dienes in moderate to good yields. Using 2-[(trimethylsilyl)­oxy]-1,3-butadiene as the diene component, azepino­[2,3-<i>b</i>]­indol-4­(1<i>H</i>)-ones were constructed. Furthermore, the reactions of cyclic dienes, such as 1,3-cyclohexadiene and 1,3-cyclopentadiene, furnished the corresponding [3 + 2] cycloaddition products

Additional file 1 of Fused expression of Sm1-Chit42 proteins for synergistic mycoparasitic response of Trichoderma afroharzianum on Botrytis cinerea

Additional file: Figure S1. Construction of chimeric protein engineered strains of T. afroharzianum. (A) Sm1 and Chit42 overlap fragments for chimeric protein and TaSm1 and MaChit42 overexpression vectors construction; (B) PCR verification of chimeric protein and TaSm1 and MaChit42 engineered strains by using hygromycin primer; (C) and (D) were PCR verification of chimeric protein and TaSm1 and MaChit42 engineered strains using by differential primer pairs (PC between trpC promoter and Chit42; CS between Chi42 and Sm1; ST between Sm1 and trpC terminator; PS between trpC promoter and Sm1; SC between Sm1 and Chit42; CT between Chit42 and trpC terminator); (E) Southern blot analysis of chimeric protein and TaSm1 and MaChit42 engineered strains; (F) qPCR results of Sm1 gene expressing in T. afroharzianum with different culture medium (PDA and PD)

Additional file 3 of Fused expression of Sm1-Chit42 proteins for synergistic mycoparasitic response of Trichoderma afroharzianum on Botrytis cinerea

Additional file: Figure S3. Hydrophobicity modulation ability of TaSm1, MaChi42, and SCf expressing in T. afroharzianum. (A) Pictures and (B) box plot of a water droplet in the surface of T. afroharzianum wild-type (T30), OE:TaSm1, OE:MaChi42, and OE:SCf strains. Hydrophobicity of spores suspension of T. afroharzianum wild-type (T30), OE:TaSm1, OE:MaChi42, and OE:SCf strains in glass (C) and PET (D) slides

Additional file 4 of Fused expression of Sm1-Chit42 proteins for synergistic mycoparasitic response of Trichoderma afroharzianum on Botrytis cinerea

Additional file: Table S1 Primers used in this study

Additional file 2 of Fused expression of Sm1-Chit42 proteins for synergistic mycoparasitic response of Trichoderma afroharzianum on Botrytis cinerea

Additional file: Figure S2. Sm1 gene expressing in the process of T. afroharzianum engineered strains interact with B. cinerea